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2020



  • R. El-Hnayn, L. Canabady-Rochelle, C. Desmarets, L. Balan, H. Rinnert, O. Joubert, G. Medjahdi, H. Ben Ouada, et R. Schneider, « One-Step Synthesis of Diamine-Functionalized Graphene Quantum Dots from Graphene Oxide and Their Chelating and Antioxidant Activities », Nanomaterials, vol. 10, nᵒ 1, p. 104, janv. 2020.
    Résumé : 2,2’-(Ethylenedioxy)bis(ethylamine)-functionalized graphene quantum dots (GQDs) were prepared under mild conditions from graphene oxide (GO) via oxidative fragmentation. The as-prepared GQDs have an average diameter of ca. 4 nm, possess good colloidal stability, and emit strong green-yellow light with a photoluminescence (PL) quantum yield of 22% upon excitation at 375 nm. We also demonstrated that the GQDs exhibit high photostability and the PL intensity is poorly affected while tuning the pH from 1 to 8. Finally, GQDs can be used to chelate Fe(II) and Cu(II) cations, scavenge radicals, and reduce Fe(III) into Fe(II). These chelating and reducing properties that associate to the low cytotoxicity of GQDs show that these nanoparticles are of high interest as antioxidants for health applications.
    Mots-clés : 2, 2’-(ethylenedioxy)bis(ethylamine), ARC, graphene quantum dots, optical properties, POLE 1, redox-active nanoparticles.
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  • A. Li, Y. Li, L. - M. Chamoreau, C. Desmarets, L. Lisnard, et Y. Journaux, « A Bis-Polydentate Oxamate-Based Achiral Ligand That Can Stabilize a Macrocyclic Mixed Valence Compound or Induce a 1D Helical Chain », European Journal of Inorganic Chemistry, vol. 2020, nᵒ 34, p. 3311-3319, 2020.
    Résumé : The reaction of the N-(2-hydroxyphenyl)oxamate ligand (ohpma) has been investigated with cobalt(II) and copper(II) ions. It has led to two coordination compounds, (TMA)3[CoIII(ohpma)2CoII(MeOH)23]·10H2O·5MeOH (1) and (HNEt3)[Cu(ohpma)] (2). Both compounds have been characterized by single-crystal X-ray diffraction and magnetometry. The X-ray diffraction studies have revealed atypical structures that are not commonly observed in oxamate coordination chemistry with a macrocyclic arrangement for the mixed-valence cobalt-based complex 1, and a helical chiral chain for compound 2. In the latter, the bis-polydentate nature of the (ohpma)3– ligand with distinct tridentate and bidentate coordination sites creates a chirogenic center on the copper ion. The investigation of the magnetic properties shows for complex 1 a single-molecule magnet behavior detectable under static field, while antiferromagnetic interactions dominate the behavior of 2.
    Mots-clés : ARC, ERMMES, POLE 1, POLE 2.
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  • R. Salles, B. Abécassis, E. Derat, D. Brouri, A. Bernard, Q. Zhang, A. Proust, C. Desmarets, et G. Izzet, « Hierarchical Self-Assembly of Polyoxometalate-Based Organo Palladium(II) Metallomacrocycles via Electrostatic Interactions », Inorganic Chemistry, vol. 59, nᵒ 4, p. 2458-2463, févr. 2020.
    Résumé : The design and synthesis of a supramolecular square composed of polyoxometalate-based hybrid donors and ethylenediamine palladium(II) nodes are reported. The structure of the metallomacrocycle scaffold was inferred by diffusion NMR, small-angle X-ray scattering (SAXS), and molecular modeling. The metallomacrocycle scaffold that contains negatively and positively charged subunits can further self-assemble owing to a competition between the solvation energy of the discrete species and intermolecular electrostatic interactions. When the dissociating character of the solvent was lowered or when in the presence of a protic solvent, different types of multiscale organizations (vesicles and pseudo-1D structures) were selectively formed and were characterized by SAXS and transmission electron microscopy.
    Mots-clés : ARC, E-POM, MACO, POLE 1, POLE 2.
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2019



  • G. Basuyaux, A. Desmarchelier, G. Gontard, N. Vanthuyne, J. Moussa, H. Amouri, M. Raynal, et L. Bouteiller, « Extra hydrogen bonding interactions by peripheral indole groups stabilize benzene-1,3,5-tricarboxamide helical assemblies », Chemical Communications, vol. 55, nᵒ 59, p. 8548-8551, juill. 2019.
    Résumé : Benzene-1,3,5-tricarboxamide monomers derived from alkyl esters of tryptophan (BTA Trp) self-assemble into helices with an inner threefold hydrogen bond network surrounded by a second network involving the indole N–H groups. As a consequence of this extra stabilization of its helical assemblies, BTA Trp forms more viscous solutions than a range of ester and alkyl BTAs.
    Mots-clés : ARC, POLE 1, POLYMERES.
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  • A. Groué, J. - P. Tranchier, M. - N. Rager, G. Gontard, M. Jean, N. Vanthuyne, H. R. Pearce, A. L. Cooksy, et H. Amouri, « Unique Class of Enantiopure N-Heterocyclic Carbene Half-Sandwich Iridium(III) Complexes with Stable Configurations: Probing Five-Membered versus Six-Membered Iridacycles », Inorganic Chemistry, vol. 58, nᵒ 5, p. 2930-2933, mars 2019.
    Résumé : A unique class of enantiopure N-heterocyclic carbene half-sandwich iridium complexes is reported. These compounds display stable configurations at the metal center, as demonstrated by their chiroptical properties. Remarkably, because of the nature of the naphthalimide molecule, two regioisomers containing five-membered [(R)-2a and (S)-2a] and six-membered [(R)-2b and (S)-2b] iridacycles were obtained. Density functional theory calculations are advanced to rationalize their relative stability.
    Mots-clés : ARC, POLE 1.
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  • C. Medena, F. Calogero, Q. Lemoine, C. Aubert, E. Derat, L. Fensterbank, G. Gontard, O. Khaled, N. Vanthuyne, J. Moussa, C. Ollivier, M. Petit, et M. Barbazanges, « A HELIXOL-Derived Bisphosphinite Ligand: Synthesis and Application in Gold-Catalyzed Enynes Cycloisomerization », European Journal of Organic Chemistry, vol. 2019, nᵒ 11, p. 2129-2137, 2019.
    Résumé : The synthesis, optical resolution through derivatization, characterization, and utilization of a new helical bis(phosphinite gold) complex derived from HELIXOL are described. By using an efficient cobalt catalyst, neither irradiation nor high catalytic loading was required to access the helicene of interest. The latter was phosphorylated to afford a new chiral ligand that was studied. Especially, treatment with AuCl(SMe2) gives a dinuclear gold complex that was used in cycloisomerization reactions.
    Mots-clés : ARC, Chirality, Enyne Cycloisomerization, Helicene, Homogeneous catalysis, MACO, Phosphinite, POLE 1.
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  • E. Puig, C. Desmarets, G. Gontard, M. N. Rager, A. L. Cooksy, et H. Amouri, « Capturing a Square Planar Gold(III) Complex Inside a Platinum Nanocage: A Combined Experimental and Theoretical Study », Inorganic Chemistry, vol. 58, nᵒ 5, p. 3189-3195, mars 2019.
    Résumé : A novel synthetic procedure was set up to gain access to platinum coordination cages Pt2L4, which are less investigated compared to their palladium counterparts. This Pt2L4 nanocage exhibits an adequate cavity for guest encapsulation. Indeed, the Au(III) metal complex [Au(bdt)2]− (bdt = benzene-1,2-dithiolate) was successfully captured inside the cavity, in contrast to the analogous palladium cage which failed to host the gold complex. This result represents a rare example where a metal complex with thio-ligands can be encapsulated in a coordination cage. Moreover, it highlights the role of the metal center and the robustness of the platinum cage for host–guest chemistry. This discovery will inspire researchers in this area to pay more attention to Pt-cages. The host–guest system was fully characterized by NMR techniques and X-ray crystallographic analysis. Moreover, the nature of the host–guest interaction in this unique example was investigated and rationalized by DFT computational studies.
    Mots-clés : ARC, POLE 1.
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2018



  • S. ben Moussa, A. Mehri, M. Gruselle, P. Beaunier, G. Costentin, et B. Badraoui, « Combined effect of magnesium and amino glutamic acid on the structure of hydroxyapatite prepared by hydrothermal method », Materials Chemistry and Physics, vol. 212, p. 21-29, juin 2018.
    Résumé : Magnesium modified calcium hydroxyapatite of different Mg/Ca compositions have been synthesized using the hydrothermal method in the presence of glutamic acid. The resulting materials have been characterized by X-ray powder diffraction, chemical analysis, IR Spectroscopy and Transmission Electron Microscopy (TEM). X-ray diffraction analysis shows that the resulting materials consist of a single phase having an apatitic structure. IR spectroscopy highlights the presence of carboxylic groups for the organic moieties grafted onto the apatitic surface. The surface properties of apatite samples are determined.
    Mots-clés : Apatite surface, ARC, Glutamic acid, Hybrid compound, Hydrothermal method, POLE 1.
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  • P. - H. Lanoë, J. Chan, A. Groué, G. Gontard, A. Jutand, M. - N. Rager, N. Armaroli, F. Monti, A. Barbieri, et H. Amouri, « Cyclometalated N-heterocyclic carbene iridium(III) complexes with naphthalimide chromophores: a novel class of phosphorescent heteroleptic compounds », Dalton Transactions, vol. 47, nᵒ 10, p. 3440-3451, mars 2018.
    Résumé : A series of cyclometalated N-heterocyclic carbene complexes of the general formula [Ir(C^N)2(C^C:)] has been prepared. Two sets of compounds were designed, those where (C^C:) represents a bidentate naphthalimide-substituted imidazolylidene ligand and (C^N) = ppy (3a), F2ppy (4a), bzq (5a) and those where (C^C:) represents a naphthalimide-substituted benzimidazolylidene ligand and (C^N) = ppy (3b), F2ppy (4b), bzq (5b). The naphthalimide-imidazole and naphthalimide-benzimidazole ligands 1a,b and the related imidazolium and benzimidazolium salts 2a,b were also prepared and fully characterized. The N-heterocyclic carbene Ir(III) complexes have been characterized by NMR spectroscopy, cyclic voltammetry and elemental analysis. Moreover, the molecular structures of one imidazolium salt and four Ir(III) complexes were determined by single-crystal X-ray diffraction. The structures provide us with valuable information, most notably the orientation of the naphthalimide chromophore with respect to the N-heterocyclic carbene moiety. All compounds are luminescent at room temperature and in a frozen solvent at 77 K, exhibiting a broad emission band that extends beyond 700 nm. The presence of the naphthalimide moiety changes the character of the lowest excited state from 3MLCT to 3LC, as corroborated by DFT and TD-DFT calculations. Remarkably, replacing imidazole with a benzimidazole unit improves the quantum yields of these compounds by decreasing the knr values which is an important feature for optimized emission performance. These studies provide valuable insights about a novel class of N-heterocyclic carbene-based luminescent complexes containing organic chromophores and affording metal complexes emitting across the red–NIR range.
    Mots-clés : ARC, POLE 1.
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  • S. Ouedraogo, B. Chouchene, C. Desmarets, T. Gries, L. Balan, R. Fournet, G. Medjahdi, K. Bayo, et R. Schneider, « Copper octacarboxyphthalocyanine as sensitizer of graphitic carbon nitride for efficient dye degradation under visible light irradiation », Applied Catalysis A- General, vol. 563, p. 127-136, août 2018.
    Résumé : In this paper, copper octacarboxyphthalocyanine (CuPc) was demonstrated to be an efficient photosensitizer of graphitic carbon nitride (g-CN) for the degradation of dyes like Orange II or Methylene Blue under visible light irradiation. UV–vis absorption, photoluminescence and photocurrent measurements demonstrate that CuPc not only allows to extend the absorption to wavelengths up to 1000 nm but also enhances the charge-transfer efficiency. The high photocatalytic efficiency of CuPc/g-CN nanohybrids originates from the strong association between the carboxylic acid groups of CuPc with g-CN which favor the transfer of photo-excited electrons from CuPc to g-CN. The CuPc/g-CN catalyst is stable, can be reused up to five times without significant loss of activity and is therefore of high potential for photocatalytic applications like wastewater treatment or hydrogen production under visible or near-infrared irradiation.
    Mots-clés : ARC, Copper octacarboxyphthalocyanine, Graphitic carbon nitride, Nanohybrids, Photocatalysis, POLE 1.
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  • H. Sesolis, G. Gontard, A. Jutand, M. P. Gullo, E. Bandini, A. Barbieri, et H. Amouri, « A Convenient Approach to Luminescent Cyclometalated Platinum(II) Complexes with Organometallic π-Bonded Benzenedithiolate », European Journal of Inorganic Chemistry, vol. 2018, nᵒ 34, p. 3804-3812, 2018.
    Résumé : A family of neutral cyclometalated platinum(II) complexes [(C^N)Pt(η-S^S)] with π-bonded benzenedithiolate (η-S^S) = Cp*Ru(C6H4S2) and various cyclometalated ligands, (C^N) = 2-phenylpyridine (ppy), (2); 2,4-difluorophenylpyridine (F2ppy) (3), benzo[h]quinoline (bzq) (4); dibenzo[f,h]quinoline (dbzq) (5) were prepared and fully characterized. For comparison purposes the related bipyridine platinum(II) complex [(bpy)Pt(η-S^S)][OTf] (6) was also prepared. The electrochemistry behavior of these complexes was investigated and shows the enhanced stability of these compounds toward oxidation due to the presence of Cp*Ru moiety which is now π-bonded to the benzenedithiolato group. Moreover, several complexes were identified by single-crystal X-ray molecular structures. To the best of our knowledge, these are the first structures to be reported for cyclometalated platinum complexes with a π-bonded benzenedithiolate (bdt) ligand. All of the complexes are luminescent in fluid solution at room temperature and in glassy solution at 77 K; their emission properties can be tuned through ligand variation.
    Mots-clés : ARC, Cyclometalated complexes, Luminescence, Photophysics, Platinum, POLE 1, Structure elucidation.
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  • K. Tõnsuaadu, M. Gruselle, F. Kriisa, A. Trikkel, P. Gredin, et D. Villemin, « Dependence of the interaction mechanisms between l-serine and O-phospho-l-serine with calcium hydroxyapatite and copper modified hydroxyapatite in relation with the acidity of aqueous medium », JBIC Journal of Biological Inorganic Chemistry, vol. 23, nᵒ 6, p. 929-937, août 2018.
    Résumé : Motivated by the role of copper ions in biological processes the aim of this study was to elucidate the impact of copper ions bound to hydroxyapatite on l-serine (l-Ser) and O-phospho-l-serine (O-Ph-l-Ser) adsorption at different acidity of aqueous solutions. The adsorption phenomenon was studied by FTIR, UV, and AA spectroscopy, XRD and thermal analysis methods together with the evolved gases analysis taking into consideration the ionic state of the amino acids as well as the apatite surface state, which are tightly correlated with the solution pH. In acidic solution, the main process involves apatite dissolution releasing calcium and copper ions. At pH > 5 the complexation of amino acids with Ca2+ or Cu2+ ions is more important leading also to the release of cations. The ability of copper ions to form water soluble complexes with l-Ser and O-Ph-l-Ser leads to an important loss of these ions, while calcium release is very low at this pH. Therefore, the use of copper ions substituting calcium in the apatite structure to enhance the ability of amino acids adsorption on the apatite surface seems problematic even at pH > 5.
    Mots-clés : Adsorption, ARC, Calcium hydroxyapatite, Copper modified hydroxyapatite, l-Serine, O-Phospho-l-serine, POLE 1.
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2017



  • J. Moussa, A. Loch, L. - M. Chamoreau, A. Degli Esposti, E. Bandini, A. Barbieri, et H. Amouri, « Luminescent Cyclometalated Platinum Complexes with π-Bonded Catecholate Organometallic Ligands », Inorganic Chemistry, vol. 56, nᵒ 4, p. 2050-2059, févr. 2017.
    Résumé : A series of cyclometalated platinum(II) complexes of the type [(ppy)Pt(LM)]n+ (n = 0, 1) with π-bonded catecholates acting as organometallic ligands (LM) have been prepared and characterized by analytical techniques. In addition, the structures of two complexes of the series were determined by single-crystal X-ray diffraction. The packing shows the formation of a 1D supramolecular assembly generated by dPt–πCp* interactions among individual units. All complexes are luminescent in the solid state and in solution media. The results of photophysics have been rationalized by means of density functional theory (DFT) and time-dependent DFT investigations.
    Mots-clés : ARC, POLE 1.
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  • S. B. Moussa, H. Bachouâ, M. Gruselle, P. Beaunier, A. Flambard, et B. Badraoui, « Hybrid organic-inorganic materials based on hydroxyapatite structure », Journal of Solid State Chemistry, vol. 248, p. 171-177, avr. 2017.
    Résumé : The present article details the formation of calcium hydroxyapatite synthesized by the hydrothermal way, in presence of glycine or sarcosine. The presence of these amino-acids during the synthetic processes reduces the crystalline growthing through the formation of hybrid organic-inorganic species The crystallite sizes are decreasing and the morphology is modified with the increase of the amino-acid concentration.
    Mots-clés : ARC, ERMMES, Glycine, Hydrothermal synthesis, Hydroxyapatite, POLE 1, POLE 2, Sarcosine.
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2016

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    J. Dubarle-Offner, J. Moussa, H. Amouri, B. Jouvelet, L. Bouteiller, et M. Raynal, « Induced Circular Dichroism in Phosphine Gold(I) Aryl Acetylide Urea Complexes through Hydrogen-Bonded Chiral Co-Assemblies », Chemistry – A European Journal, vol. 22, nᵒ 12, p. 3985-3990, mars 2016.
    Résumé : Phosphine gold(I) aryl acetylide complexes equipped with a central bis(urea) moiety form 1D hydrogen-bonded polymeric assemblies in solution that do not display any optical activity. Chiral co-assemblies are formed by simple addition of an enantiopure (metal-free) complementary monomer. Although exhibiting an intrinsically achiral linear geometry, the gold(I) aryl acetylide fragment is located in the chiral environment displayed by the hydrogen-bonded co-assemblies, as demonstrated by induced circular dichroism (ICD).
    Mots-clés : ARC, gold complexes, induced circular dichroism, POLE 1, POLE 4, POLYMERES, sergeants and soldiers, supramolecular chirality, supramolecular polymers.
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  • F. Jaroschik, A. Simonneau, G. Lemière, K. Cariou, N. Agenet, H. Amouri, C. Aubert, J. - P. Goddard, D. Lesage, M. Malacria, Y. Gimbert, V. Gandon, et L. Fensterbank, « Assessing Ligand and Counterion Effects in the Noble Metal Catalyzed Cycloisomerization Reactions of 1,6-Allenynes: a Combined Experimental and Theoretical Approach », ACS Catalysis, vol. 6, nᵒ 8, p. 5146-5160, 2016.
    Résumé : 1,6-Allenynes are useful mechanistic probes in noble-metal catalysis, since they can give rise to very distinct products in a highly selective fashion. Various cycloisomerization reactions have been described, and discrete mechanisms have been postulated. Of particular interest, whereas Alder-ene types of products can be obtained in a variety of ways using noble-metal catalysts (Au, Pt, Rh, ...), hydrindienes have been reported solely with gold and platinum under specific conditions. It was shown in a previous study that this intriguing transformation required the presence of chloride ligands at the active catalytic species. Herein, the factors governing the fate of 1,6-allenynes under cycloisomerization conditions have been studied more thoroughly, revealing a much more complex scenario. The nature of ligands, counterions, and metals was examined, showing that hydrindienes can be isolated in the absence of halides, using electron-rich, bulky triorganophosphines or carbene ligands. This crucial finding could also be used to access hydrindienes in high yields, not only with gold or platinum but also with silver. On the basis of mass spectrometry, NMR spectroscopy, and computations, refined mechanistic scenarios have been put forward, also rationalizing counterion effects. Notably, a metal vinylidene intermediate has been proposed for the formation of the hydrindiene derivatives. Finally, in the presence of tris((triphenylphosphine)gold)oxonium tetrafluoroborate as catalyst, a new pathway has been unveiled, involving gold alkyne σ,π complexes and leading to previously unobserved [2 + 2] cycloaddition compounds.
    Mots-clés : ARC, CSOB, MACO, POLE 1, POLE 2, POLE 3.
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  • P. - H. Lanoë, J. Chan, G. Gontard, F. Monti, N. Armaroli, A. Barbieri, et H. Amouri, « Deep-Red Phosphorescent Iridium(III) Complexes with Chromophoric N-Heterocyclic Carbene Ligands: Design, Photophysical Properties, and DFT Calculations (Eur. J. Inorg. Chem. 11/2016) », European Journal of Inorganic Chemistry, vol. 2016, nᵒ 11, p. n/a-n/a, 2016.
    Mots-clés : ARC, Carbene ligands, charge transfer, Iridium, luminescence, Photophysics, POLE 1.
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  • J. Moussa, L. M. Chamoreau, M. P. Gullo, A. D. Esposti, A. Barbieri, et H. Amouri, « Induced phosphorescence from Pt → Ag and Ag(I)⋯Ag(I) metallophilic interactions in benzenedithiolatodiimine-Pt2/Ag2 clusters: a combined experimental and theoretical investigation », Dalton Transactions, vol. 45, nᵒ 7, p. 2906-2913, févr. 2016.
    Résumé : We report the synthesis and luminescence properties of a novel platinum(II)–silver(I) cluster exhibiting supramolecular donor–acceptor dative Pt → Ag bonds as well as d10⋯d10 argentophilic interactions. This compound was obtained by a self-assembly process upon mixing silver triflate with the [Pt(bdt)(bpy)] (1) building block. The new compound was characterized by infrared, NMR (1H, 13C) and UV-vis spectroscopy. In addition, the molecular structure was unequivocally ascertained by a single-crystal X-ray diffraction study and shows that the assembly is identified as [(Pt2Ag2(o-bdt)2(bpy)2](CF3SO3)2 (2). Remarkably, the structure shows that complex 2 exists as two isomers I and II displaying different types of argentophilic interactions Ag⋯Ag as well as Pt → Ag dative bonds. These interactions are highly important and turn on phosphorescent emissions at low temperature depending on the nature of the isomer. The photophysical properties of both isomers were investigated and rationalized through TD-DFT calculations. This work paves the way to the synthesis of novel supramolecular assemblies displaying peculiar properties imparted from metallophilic as well as donor–acceptor metal–metal interactions.
    Mots-clés : ARC, POLE 1.
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  • J. Moussa, G. R. Freeman, J. A. G. Williams, L. - M. Chamoreau, P. Herson, et H. Amouri, « Synthesis and Luminescence Properties of Cycloplatinated Complexes with a Chelating N∧C Pyridine-Derived N-Heterocyclic Carbene – Influence of 2,4,6-Triphenyl­phosphinine versus Triphenylphosphine », European Journal of Inorganic Chemistry, vol. 2016, nᵒ 5, p. 761-767, 2016.
    Résumé : Two cycloplatinated complexes of the form [Pt(NC)CH3(P)]+ incorporating a rare, bidentate NC-chelating pyridylpyridylidene ligand are reported. The phosphorus-based ligand P is either 2,4,6-triphenylphosphinine or triphenylphosphine. These mononuclear complexes have been fully characterised in solution and by single-crystal X-ray diffraction analysis. UV/Vis absorption and photoluminescence spectroscopy studies reveal strong phosphorescence from the phosphinine compound at 77 K but no emission from its triphenylphosphine analogue. This contrasting behaviour can be traced to the π-acceptor ability of the phosphabenzene ring, as corroborated by electrochemical and time-dependent DFT (TD-DFT) calculations.
    Mots-clés : ARC, Carbene ligands, luminescence, N li­gands, Phosphinines, Platinum, POLE 1.
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  • J. Moussa, K. Haddouche, L. - M. Chamoreau, H. Amouri, et J. A. G. Williams, « New N^C^N-coordinated Pd(II) and Pt(II) complexes of a tridentate N-heterocyclic carbene ligand featuring a 6-membered central ring: synthesis, structures and luminescence », Dalton Transactions, vol. 45, nᵒ 32, p. 12644-12648, août 2016.
    Résumé : We describe Pd(II) and Pt(II) complexes of an N^C^N-coordinating pincer-like ligand featuring two lateral pyridine rings and a 6-membered carbene core. Their crystal structures display 1-dimensional chains with short π–π and M(II)⋯M(II) interactions. Such interactions also impact on the photophysical properties, with the Pt(II) complex being luminescent in the solid state at room temperature.
    Mots-clés : ARC, POLE 1.
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  • H. Sesolis, J. Dubarle-Offner, C. K. M. Chan, E. Puig, G. Gontard, P. Winter, A. L. Cooksy, V. W. W. Yam, et H. Amouri, « Highly Phosphorescent Crystals of Square-Planar Platinum Complexes with Chiral Organometallic Linkers: Homochiral versus Heterochiral Arrangements, Induced Circular Dichroism, and TD-DFT Calculations », Chemistry – A European Journal, vol. 22, nᵒ 24, p. 8032-8037, 2016.
    Résumé : A novel class of chiral luminescent square-planar platinum complexes with a π-bonded chiral thioquinonoid ligand is described. Remarkably the presence of this chiral organometallic ligand controls the aggregation of this square planar luminophor and imposes a homo- or hetero-chiral arrangement at the supramolecular level, displaying non-covalent Pt–Pt and π–π interactions. Interestingly these complexes are highly luminescent in the crystalline state and their photophysical properties can be traced to their aggregation in the solid state. A TD-DFT calculation is obtained to rationalize this unique behavior.
    Mots-clés : ARC, molecular aggregation, noncovalent interactions, photophysical properties, Platinum, POLE 1, supramolecular chirality.
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2015



  • M. Gruselle, « Apatites: A new family of catalysts in organic synthesis », Journal of Organometallic Chemistry, vol. Complete, nᵒ 793, p. 93-101, 2015.
    Résumé : The development of green and sustainable chemistry is one of the most exciting challenges in modern chemistry. In this way, design of new catalysts for heterogeneous processes is of prime importance and plays a key role to reduce the impact of chemistry on the environment.Our approach to green chemistry deals with the use of an inexpensive suitable and recyclable material namely the apatite's family. Apatites, in which the composition and surface properties can be tuned, are themselves catalysts or can be used as support for catalytic centres in many organic reactions. In this review, we describe the state of the art in this emerging field.
    Mots-clés : ARC, POLE 1.
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  • H. Sesolis, J. Moussa, G. Gontard, A. Jutand, M. P. Gullo, A. Barbieri, et H. Amouri, « A unique class of neutral cyclometalated platinum(II) complexes with pi-bonded benzenedithiolate: synthesis, molecular structures and tuning of luminescence properties », Dalton Transactions, vol. 44, nᵒ 7, p. 2973-2977, 2015.
    Résumé : A unique class of neutral cyclometalated platinum(II) complexes 2-4 with pi-bonded benzenedithiolate are reported including two X-ray molecular structures. To the best of our knowledge these are the first structures to be reported for cyclometalated platinum complexes with a benzenedithiolate ligand. All of the complexes are luminescent in fluid solution at room temperature and in frozen solvent glasses at 77 K and their emission properties can be tuned through ligand variation.
    Mots-clés : ARC, crystal-structure, dithiolate complexes, dithiooxamide complexes, excited-state properties, heteroleptic complexes, organometallic quinonoid linkers, oxidative addition, photophysical properties, POLE 1, pt(ii) complexes, terpyridyl complexes.
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  • J. - P. Tranchier, J. Dubarle-Offner, L. Peyroux, G. Gontard, T. Riedel, P. J. Dyson, et H. Amouri, « Iridium-Stabilized pi-Selenocyclohexadienyls: Synthesis, Molecular Structure, and Cytotoxicity », Synlett, vol. 26, nᵒ 11, p. 1563-1566, juill. 2015.
    Résumé : A series of iridium-stabilized selenocyclohexadienyls of general formula [Cp*Ir((5)-C6H5-nMenSe)][BF4] {Cp* = (5)-C5Me5, n = 0, n = 1, and n = 3} is described, with the selenocyclohexadienyl unit being isolated for the first time by -coordination to a Cp*Ir moiety. The solid-state structure of one of [Cp*Ir((5)-C6H2Me3Se)][BF4] was determined by single-crystal X-ray diffraction analysis. These compounds are obtained in good yields as orange-red microcrystalline solids by halogen displacement from the related -bonded arene-chlorinated starting materials using Na2Se as the selenium source. Furthermore, these new compounds display relevant cytotoxic properties towards human ovarian cancer cells.
    Mots-clés : activation, anticancer activity, ARC, behavior, cp-asterisk-ir, crystal-structure, iridium-stabilized intermediates, metals, phenols, pi-complexes, POLE 1, quinone methide complexes, reactivity, regioselective ortho-functionalization, selenocyclohexadienyls, X-ray crystal structure.
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2014



  • A. Damas, H. Sesolis, M. N. Rager, L. M. Chamoreau, M. P. Gullo, A. Barbieri, et H. Amouri, « Ester-substituted cyclometallated rhodium and iridium coordination assemblies with π-bonded dioxolene ligand: synthesis, structures and luminescent properties », RSC Advances, vol. 4, nᵒ 45, p. 23740, 2014.
    Mots-clés : ARC, bonding properties, charge-distribution, electrochemical-behavior, heteroleptic complexes, organometallic quinonoid linkers, POLE 1, ray molecular-structure, resonance raman, ruthenium complexes, transition-metal-complexes, trisphat anion.
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  • C. Desmarets, T. Ducarre, M. Rager, G. Gontard, et H. Amouri, « Self-Assembled M2L4 Nanocapsules: Synthesis, Structure and Host-Guest Recognition Toward Square Planar Metal Complexes », Materials, vol. 7, nᵒ 1, p. 287-301, janv. 2014.
    Mots-clés : ARC, chemistry, coordination cage, discrete, Encapsulation, host-guest, Palladium, POLE 1, principles, rational design, Self-assembly, serendipity, tetrafluoroborate anion, tetragonal cages, water.
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  • C. Desmarets, G. Gontard, A. L. Cooksy, M. N. Rager, et H. Amouri, « Encapsulation of a Metal Complex within a Self-Assembled Nanocage: Synergy Effects, Molecular Structures, and Density Functional Theory Calculations », Inorganic Chemistry, vol. 53, nᵒ 9, p. 4287-4294, mai 2014.
    Mots-clés : ARC, architectures, chiral recognition, coordination cage, crystal-structures, design, drug-delivery, organometallic cages, photosensitizers, POLE 1, supramolecular triangular hosts, tetrafluoroborate anion.
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  • J. Dubarle-Offner, C. M. Clavel, G. Gontard, P. J. Dyson, et H. Amouri, « Selenoquinones Stabilized by Ruthenium(II) Arene Complexes: Synthesis, Structure, and Cytotoxicity », Chemistry A European Journal, vol. 20, nᵒ 19, p. 5795-5801, mai 2014.
    Mots-clés : (eta(5)-pentamethylcyclopentadienyl)ruthenium pi-complexes, anticancer complexes, ARC, coordination, crystal-structure, cytotoxicity, in-vitro, Ligands, nucleophilic-substitution, Pi interactions, POLE 1, quinone methide complexes, ray molecular-structure, reactivity, Ruthenium, Sandwich complexes, selenoquinones.
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  • B. Maaten, J. Moussa, C. Desmarets, P. Gredin, P. Beaunier, T. Kanger, K. Toinsuaadu, D. Villemin, et M. Gruselle, « Cu-modified hydroxy-apatite as catalyst for Glaser-Hay C-C homo- coupling reaction of terminal alkynes », Journal of Molecular Catalysis a-Chemical, vol. 393, p. 112-116, nov. 2014.
    Résumé : The oxidative Glaser-Hay coupling reaction of terminal alkynes is a very important reaction in organic chemistry to achieve the synthesis of diyne compounds. In general the reaction is performed under homogeneous conditions using Cu(I) or Cu(II) salts in the presence of a reagent such as tetramethylethylenediamine (TMEDA), which can bind to copper ions, an organic base and dioxygen. Although this reaction is known for a longtime, the mechanism is still under discussion. Pursuing our investigations on the use of apatites as catalysts for organic reactions we highlight in this work how it is possible to catalyze the Glaser-Hay reaction under heterogeneous conditions using a Cu-modified hydroxyapatite (Cu-HAp). With several para-substituted phenyl-acetylenes and alkynols we show that Cu-HAp acts as catalyst for C-C coupling reactions leading to diyne derivatives in high yields without using auxiliary chelating molecules and organic bases. These heterogeneous conditions allow an easy recovery of the catalyst and simplify the purification work-up. (C) 2014 Elsevier B.V. All rights reserved.
    Mots-clés : acetylenes, alkynes, Apatites, ARC, Calcium, carbonate, copper, efficient, Glaser-Hay reaction, heterocycles, n-arylation, POLE 1, ru-hydroxyapatite, Ruthenium, water.
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  • J. Moussa, L. M. Chamoreau, et H. Amouri, « Gold(I) complexes with a phosphinine ligand: synthesis and structural characterization », Rsc Advances, vol. 4, nᵒ 23, p. 11539-11542, 2014.
    Résumé : The synthesis of two novel gold(I) complexes with a phosphinine ligand is reported. Reaction of a monodentate phosphinine ligand, 2,6-diphenyl-4-methylphosphorin (L-p; 1), with gold(I) molecular bricks leads to the preparation of two new mononuclear complexes with the general formulae [AuCl(L-p)] (2) and [Au(L-p)2](OTf) (3). The new compounds were spectroscopically characterized by infrared and NMR (H-1, C-13 and P-31). In addition, the molecular structure of [AuCl(L-p)] (2) was unequivocally ascertained by a single-crystal X-ray diffraction study. Furthermore the UV-Vis absorption and emission properties of these compounds were investigated. These complexes pave the way for the synthesis of a new class of phosphinine gold complexes displaying peculiar properties, which might hold promise as luminescent materials.
    Mots-clés : agents, alkynes, ARC, catalysis, Coordination chemistry, design, luminescence, metal centers, perspectives, POLE 1, ray crystal-structures, reactivity.
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  • J. Moussa, L. - M. Chamoreau, A. Degli Esposti, M. P. Gullo, A. Barbieri, et H. Amouri, « Tuning Excited States of Bipyridyl Platinum(II) Chromophores with π-Bonded Catecholate Organometallic Ligands: Synthesis, Structures, TD-DFT Calculations, and Photophysical Properties », Inorganic Chemistry, vol. 53, nᵒ 13, p. 6624-6633, juill. 2014.
    Mots-clés : ARC, crystal-structures, density-functional theory, diimine complexes, electronic-structure, excitation-energies, heteroleptic complexes, luminescence properties, pbe0 model, POLE 1, quinonoid linkers, trisphat anion.
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  • J. Moussa, T. Cheminel, G. R. Freeman, L. - M. Chamoreau, J. A. G. Williams, et H. Amouri, « An unprecedented cyclometallated platinum(ii) complex incorporating a phosphinine co-ligand: synthesis and photoluminescence behaviour », Dalton Transactions, vol. 43, nᵒ 22, p. 8162, 2014.
    Mots-clés : activation, ARC, Coordination chemistry, exciton, homogeneous catalysis, Palladium, perspectives, phosphorescence, photophysical properties, POLE 1, reactivity, structural-characterization.
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2013

2012



  • H. Amouri, C. Desmarets, et J. Moussa, « Confined Nanospaces in Metallo-Cages: Guest Molecules, Weakly Encapsulated Anions, and Catalyst Sequestration », Chemical Reviews, vol. 112, nᵒ 4, p. 2015-2041, 2012.


  • A. Damas, B. Ventura, J. Moussa, A. D. Esposti, L. - M. Chamoreau, A. Barbieri, et H. Amouri, « Turning on Red and Near-Infrared Phosphorescence in Octahedral Complexes with Metalated Quinones », Inorganic Chemistry, vol. 51, nᵒ 3, p. 1739-1750, 2012.
    Résumé : We report the synthesis of π-bonded ruthenium, rhodium, and iridium o-benzoquinones [Cp*M(o-C6H4O2)]n [M = Ru (2), n = 1?; Rh (3), n = 0; Ir (4), n = 0] following a novel synthetic procedure. Compounds 2?4 were fully characterized by spectroscopic methods and used as chelating organometallic linkers, ?OM-linkers?, toward luminophore bricks such as Ru(bpy)22+, Rh(ppy)2+, and Ir(ppy)2+ (bpy = 2,2?-bipyridine; ppy = 2-phenylpyridine) for the design of a novel family of octahedral bimetallic complexes of the general formula [(L-L)2M(OM-linkers)][X]m (X = counteranion; m = 0, 1, 2) whose luminescent properties depend on the choice of the OM-linker and the luminophore brick. Thus, dinuclear assemblies such as [(bpy)2Ru(2)][OTf] (5-OTf), [(bpy)2Ru(2)][?-TRISPHAT] (5-?T) {TRISPHAT = tris[tetrachlorobenzene-1,2-bis(olato)]phosphate}, [(bpy)2Ru(3)][OTf]2 (6-OTf), [(bpy)2Ru(4)][OTf]2 (7-OTf), [(bpy)2Ru(4)][?-TRISPHAT]2 (7-?T), [(ppy)2Rh(2)] (8), [(ppy)2Rh(3)][OTf] (9-OTf), [(ppy)2Rh(4)][OTf] (10-OTf), [(ppy)2Rh(4)][?-TRISPHAT] (10-?T), [(ppy)2Ir(2)] (11), [(ppy)2Ir(3)][OTf] (12-OTf), [(ppy)2Ir(4)][OTf] (13-OTf), and [(ppy)2Ir(4)][?-TRISPHAT] (13-?T) were prepared and fully characterized. The X-ray molecular structures of three of them, i.e., 5-OTf, 8, and 11, were determined. The structures displayed a main feature: for instance, the two oxygen centers of the OM-linker [Cp*Ru(o-C6H4O2)]? (2) chelate the octahedral chromophore metal center, whether it be ruthenium, rhodium, or iridium. Further, the carbocycle of the OM-linker 2 adopts a ?4-quinone form but with some catecholate contribution due to metal coordination. All of these binuclear assemblies showed a wide absorption window that tailed into the near-IR (NIR) region, in particular in the case of the binuclear ruthenium complex 5-OTf with the anionic OM-linker 2. The latter feature is no doubt related to the effect of the OM-linker, which lights up the luminescence in these homo- and heterobinuclear compounds, while no effect has been observed on the UV?visible and emission properties because of the counteranion, whether it be triflate (OTf) or ?-TRISPHAT. At low temperature, all of these compounds become luminescent; remarkably, the o-quinonoid linkers [Cp*M(o-C6H4O2)]n (2?4) turn on red and NIR phosphorescence in the binuclear octahedral species 5?7. This trend was even more observable when the ruthenium OM-linker 2 was employed. These assemblies hold promise as NIR luminescent materials, in contrast to those made from organic 1,2-dioxolene ligands that conversely are not emissive.
    Mots-clés : ARC, POLE 1.
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  • J. Dubarle-Offner, M. R. Axet, L. M. Chamoreau, H. Amouri, et A. L. Cooksy, « Enantiomerically Pure, Planar Chiral Cp*Ru Complexes: Synthesis, Molecular Structures, DFT and Coordination Properties », Organometallics, vol. 31, nᵒ 12, p. 4429-4434, 2012.
    Résumé : Reaction of (S)-1-(2-chlorophenyl)ethanol with [Cp*Ru(CH3CN)3][OTf] provides the single diastereomer (Sp)-[Cp*Ru(?6-(S)-1-(2-chlorophenyl)ethanol)][OTf] ((Sp,S)-1), in which the metal center is preferentially placed on one side of the arene ring. The other enantiomer (R)-1-(2-chlorophenyl)ethanol provides the planar chiral ruthenium compound (Rp,R)-1. The structures of both enantiomers were ascertained by single-crystal X-ray diffraction. These compounds can be used as precursors to prepare the enantiopure metalated phosphino ligands (Sp)-[Cp*Ru(?6-(S)-1-(2-diphenylphosphinophenyl)ethanol)][OTf] ((Sp,S)-2) and (Rp)-[Cp*Ru(?6-(R)-1-(2-diphenylphosphinophenyl)ethanol)][OTf] ((Rp,R)-2), in which the ?PPh2 unit is attached to a chiral metalated π-arene platform. The chiral planar phosphine ligands react with [AuCl(tht)] to give heterobinuclear gold complexes with planar chirality, [AuCl((Sp,S)-2)] ((Sp,S)-3) and [AuCl((Rp,R)-2)] ((Rp,R)-3), as confirmed by their CD traces. Our method provides an entry to the preparation of a wide range of optically pure coordination compounds with potentially important properties.
    Mots-clés : ARC, POLE 1.
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  • B. Matt, J. Moussa, L. - M. Chamoreau, C. Afonso, A. Proust, H. Amouri, et G. Izzet, « Elegant Approach to the Synthesis of a Unique Heteroleptic Cyclometalated Iridium(III)-Polyoxometalate Conjugate », Organometallics, vol. 31, nᵒ 1, p. 35-38, janv. 2012.
    Résumé : A novel heteroleptic cyclometalated iridium(III) complex with one picolinic acid derivative bearing a pendant terminal alkynyl tether has been prepared following a new synthetic route. This pendant alkynyl tether can be further engaged in palladium C?C coupling reactions, allowing its grafting to a Keggin-type polyoxometalate and thus providing a unique iridio-POM conjugate.
    Mots-clés : ARC, E-POM, POLE 1, POLE 2, POM.
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  • J. Moussa, A. Damas, L. - M. Chamoreau, M. N. Rager, et H. Amouri, « Unique Type of BF2-Capped Tetraoxobenzene π-Complexes of “Cp*M”: Novel Organometallic Backbones for the Self-Assembly of Porous Networks », European Journal of Inorganic Chemistry, vol. 2012, nᵒ 9, p. 1342–1346, 2012.
    Résumé : The synthesis of two novel organometallic π complexes of a BF2-capped tetraoxobenzene (TOB) of the general formulae [Cp*M-η6-BF2-TOB-BF2] (M = Ir, 2a; M = Rh, 2b) is reported together with their molecular structures ascertained by single-crystal X-ray diffraction studies. Complexes 2a and 2b are isostructural and show the formation of 3D porous supramolecular networks. Interestingly the supramolecular networks arise from the zwitterionic nature of 2a and 2b. Indeed, the individual molecules self-assemble through the teamwork of dipolar H···F hydrogen and C···F halogen bonds, which leads to the formation of 3D networks with empty channels. These complexes hold promise for the design of a new class of porous materials with useful properties.
    Mots-clés : ARC, Iridium, POLE 1, Porous materials, rhodium, Self-assembly, supramolecular chemistry.
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Année non précisée


  • K. Tõnsuaadu, M. Gruselle, F. Kriisa, A. Trikkel, P. Gredin, et D. Villemin, « Dependence of the interaction mechanisms between l-serine and O-phospho-l-serine with calcium hydroxyapatite and copper modified hydroxyapatite in relation with the acidity of aqueous medium - Dimensions », sans date. [Online]. Available: https://app.dimensions.ai/details/publication/pub.1105431010?and_facet_journal=jour.1116242&and_facet_for=2471. [Accessed: 20-déc.-2018].
    Résumé : Motivated by the role of copper ions in biological processes the aim of this study was to elucidate the impact of copper ions bound to hydroxyapatite on L-serine (L-Ser) and O-phospho-L-serine (O-Ph-L-Ser) adsorption at different acidity of aqueous solutions. The adsorption phenomenon was studied by FTIR, UV, and AA spectroscopy, XRD and thermal analysis methods together with the evolved gases analysis taking into consideration the ionic state of the amino acids as well as the apatite surface state, which are tightly correlated with the solution pH. In acidic solution, the main process involves apatite dissolution releasing calcium and copper ions. At pH > 5 the complexation of amino acids with Ca2+ or Cu2+ ions is more important leading also to the release of cations. The ability of copper ions to form water soluble complexes with L-Ser and O-Ph-L-Ser leads to an important loss of these ions, while calcium release is very low at this pH. Therefore, the use of copper ions substituting calcium in the apatite structure to enhance the ability of amino acids adsorption on the apatite surface seems problematic even at pH > 5.
    Mots-clés : ARC, POLE 1.
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