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  • C. Tugny, N. del Rio, M. Koohgard, N. Vanthuyne, D. Lesage, K. Bijouard, P. Zhang, J. Meijide Suárez, S. Roland, E. Derat, O. Bistri-Aslanoff, M. Sollogoub, L. Fensterbank, et V. Mouriès-Mansuy, « β-Cyclodextrin–NHC–Gold(I) Complex (β-ICyD)AuCl: A Chiral Nanoreactor for Enantioselective and Substrate-Selective Alkoxycyclization Reactions », ACS Catalysis, vol. 10, nᵒ 11, p. 5964-5972, juin 2020.
    Résumé : NHC-capped β-cyclodextrin (β-ICyD) was used as a ligand for gold-catalyzed alkoxycyclization reactions. The cavity was found to be responsible for a triple selectivity: (i) the asymmetric shape of the cavity of β-ICyD induced highly stereoselective cyclizations, (ii) the shape of the interior favored the formation of a six-membered ring in the absence of a nucleophile, and finally, (iii) the encapsulation of the metal inside the cavity disfavored the addition of sterically hindered alcohols. Highly enantioselective and substrate-selective alkoxycyclizations of enynes are therefore promoted by the cavity-based molecular reactor (β-ICyD)AuCl.
    Mots-clés : CSOB, GOBS, MACO, POLE 1, POLE 3.
    Pièce jointe Full Text PDF 2.2 Mo (source)

  • G. Xu, S. Leloux, P. Zhang, J. M. Suárez, Y. Zhang, E. Derat, M. Ménand, O. Bistri‐Aslanoff, S. Roland, T. Leyssens, O. Riant, et M. Sollogoub, « Capturing the Monomeric (L)CuH in NHC-Capped Cyclodextrin: Cavity-Controlled Chemoselective Hydrosilylation of α,β-Unsaturated Ketones », Angewandte Chemie International Edition, vol. 59, nᵒ 19, p. 7591-7597, 2020.
    Résumé : The encapsulation of copper inside a cyclodextrin capped with an N-heterocyclic carbene (ICyD) allowed both to catch the elusive monomeric (L)CuH and a cavity-controlled chemoselective copper-catalyzed hydrosilylation of α,β-unsaturated ketones. Remarkably, (α-ICyD)CuCl promoted the 1,2-addition exclusively, while (β-ICyD)CuCl produced the fully reduced product. The chemoselectivity is controlled by the size of the cavity and weak interactions between the substrate and internal C−H bonds of the cyclodextrin.
    Mots-clés : cavities, copper hydride, cyclodextrins, GOBS, hydrosilylation, MACO, N-heterocyclic carbenes, POLE 1, POLE 3, α, β-unsaturated ketones.
    Pièce jointe Full Text PDF 3.2 Mo (source)




  • T. Auvray, M. - P. Santoni, B. Hasenknopf, et G. S. Hanan, « Covalent hybrids based on Re(I) tricarbonyl complexes and polypyridine-functionalized polyoxometalate: synthesis, characterization and electronic properties », Dalton Transactions, vol. 46, nᵒ 30, p. 10029-10036, 2017.

  • M. W. Cooke, M. - P. Santoni, F. Loiseau, B. Hasenknopf, et G. S. Hanan, « Energy transfer in rhodium–ruthenium dimer-of-dimer assemblies », Inorganica Chimica Acta, vol. 454, p. 208-215, 2017.

  • B. Doistau, L. Benda, J. - L. Cantin, L. - M. Chamoreau, E. Ruiz, V. Marvaud, B. Hasenknopf, et G. Vives, « Six states switching of redox-active molecular tweezers by three orthogonal stimuli », Journal of the American Chemical Society, juin 2017.
    Résumé : A six level molecular switch based on terpyridine(Ni-salphen)2 tweezers and addressable by three orthogonal stimuli (metal coordination, redox reaction and guest binding) is reported. By a metal coordination stimulus, the tweezers can be mechanically switched from an open “W”-shaped conformation to a closed “U”-shaped form. Theses two states can each be reversibly oxidized by the redox stimulus and bind to a pyrazine guest resulting in four additional states. All six states are stable and accessible by the right combination of stimuli and were studied by NMR, XRD, EPR spectroscopy and DFT calculations. The combination of the supramolecular concepts of mechanical motion and guest binding with the redox non-innocent and valence tautomerism properties of Ni-salphen complexes added two new dimensions to a mechanical switch.
    Mots-clés : E-POM, GOBS, POLE 2, POLE 3.

  • J. W. Fredy, J. Scelle, G. Ramniceanu, B. - T. Doan, C. S. Bonnet, É. Tóth, M. Ménand, M. Sollogoub, G. Vives, et B. Hasenknopf, « Mechanostereoselective One-Pot Synthesis of Functionalized Head-to-Head Cyclodextrin [3]Rotaxanes and Their Application as Magnetic Resonance Imaging Contrast Agents », Organic Letters, vol. 19, nᵒ 5, p. 1136-1139, mars 2017.
    Mots-clés : GOBS, POLE 3.
    Note Note
    <p>doi: 10.1021/acs.orglett.7b00153</p>

  • X. Han, L. - L. Si, Y. - Y. Shi, Z. - B. Fan, S. - X. Wang, Z. - Y. Tian, M. Li, J. - Q. Sun, P. - X. Jiao, F. - X. Ran, Y. - M. Zhang, D. - M. Zhou, et S. - L. Xiao, « Synthesis and In Vitro Anti-Influenza Virus Evaluation of Novel Sialic Acid (C-5 and C-9)-Pentacyclic Triterpene Derivatives », Molecules, vol. 22, nᵒ 7, p. 1018, juin 2017.

  • F. Liu, Z. - Y. Zhu, X. Sun, H. Gao, et Y. - M. Zhang, « The preparation of three selenium-containing Cordyceps militaris polysaccharides: Characterization and anti-tumor activities », International Journal of Biological Macromolecules, vol. 99, p. 196-204, 2017.

  • J. Malinge, B. Géraudie, P. Savel, V. Nataf, A. Prignon, C. Provost, Y. Zhang, P. Ou, K. Kerrou, J. - N. Talbot, J. - M. Siaugue, M. Sollogoub, et C. Ménager, « Liposomes for PET and MR Imaging and for Dual Targeting (Magnetic Field/Glucose Moiety): Synthesis, Properties, and in Vivo Studies », Molecular Pharmaceutics, vol. 14, nᵒ 2, p. 406-414, févr. 2017.
    Résumé : We describe the potentiality of a new liposomal formulation enabling positron emission tomography (PET) and magnetic resonance MR imaging. The bimodality is achieved by coupling a 68Ga-based radiotracer on the bilayer of magnetic liposomes. In order to enhance the targeting properties obtained under a permanent magnetic field, a sugar moiety was added in the lipid formulation. Two new phospholipids were synthesized, one with a specific chelator of 68Ga (DSPE-PEG-NODAGA) and one with a glucose moiety (DSPE-PEG-glucose). The liposomes were produced according to a fast and safe process, with a high radiolabeling yield. MR and PET imaging were performed on mice bearing human glioblastoma tumors (U87MG) after iv injection. The accumulation of the liposomes in solid tumor is evidenced by MR imaging and the amount is evaluated in vivo and ex vivo according to PET imaging. An efficient magnetic targeting is achieved with these new magnetic liposomes.
    Mots-clés : GOBS, POLE 3.

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