98688-19-8Relevant articles and documents
Hemicryptophane-assisted electron transfer: A structural and electronic study
Perraud, Olivier,Tommasino, Jean-Bernard,Robert, Vincent,Albela, Belén,Khrouz, Lhoussain,Bonneviot, Laurent,Dutasta, Jean-Pierre,Martinez, Alexandre
, p. 1530 - 1535 (2013)
Three copper(ii)@hemicryptophane complexes with various cavity sizes and shapes, Cu(ii)@1, Cu(ii)@2 and Cu(ii)@3, were synthesized and characterized by near-IR/vis and EPR spectroscopies. The spectroscopic data are consistent with the presence of a trigonal-bipyramidal geometry of the N4Cu· H2O core, in accord with the energy-minimized structures obtained from DFT calculations. Cyclic voltammetry studies in CH2Cl 2 showed irreversible redox processes, whereas electrolysis coulometry indicated that Cu(ii)/Cu(i) complexes could be interconverted. Electrochemistry data of the complexes stress the crucial role of the cage structure of the hemicryptophane in the thermodynamics of the electron transfer. The Royal Society of Chemistry 2013.
Cyclotriveratrylene-BINOL-Based Host Compounds: Synthesis, Absolute Configuration Assignment, and Recognition Properties
Lefevre, Sara,Héloin, Alexandre,Pitrat, Delphine,Mulatier, Jean-Christophe,Vanthuyne, Nicolas,Jean, Marion,Dutasta, Jean-Pierre,Guy, Laure,Martinez, Alexandre
, p. 3199 - 3205 (2016)
New host compounds combining a cyclotriveratrylene (CTV) unit and three binaphthol moieties have been synthesized enantiomerically and diastereomerically pure. The use of a chemical correlation allows for the assignment of their absolute configuration. The energy barrier of epimerization was measured, suggesting that no intramolecular hydrogen bonding occurs between the hydroxyl groups of the binaphthols. These open-shell host compounds were then tested in the recognition of carbohydrates; a preferential binding of mannose toward glucose was observed, and good diastereoselectivities were reached (up to 1:10). This recognition of sugar derivatives by open-shell CTV-based host compounds is unprecedented and opens up the way for a wider use of this easily accessible class of molecules as chiral sensors.
Enantio- A nd Substrate-Selective Recognition of Chiral Neurotransmitters with C3-Symmetric Switchable Receptors
Chatelet, Bastien,Dufaud, Véronique,Dutasta, Jean-Pierre,Guy, Laure,Hérault, Damien,Jean, Marion,Martinez, Alexandre,Mulatier, Jean-Christophe,Pitrat, Delphine,Vanthuyne, Nicolas,Yang, Jian
supporting information, (2020/02/15)
We report on the synthesis of C3-symmetric enantiopure cage molecules 1, which exhibit remarkable to exclusive enantioselective recognition properties toward chiral ammonium neurotransmitters. Strong changes in the substrate selectivity are als
High-relaxivity Gd(III)-hemicryptophane complex
Godart, Estelle,Long, Augustin,Rosas, Roselyne,Lemercier, Gilles,Jean, Marion,Leclerc, Sébastien,Bouguet-Bonnet, Sabine,Godfrin, Célia,Chapellet, Laure-Lise,Dutasta, Jean-Pierre,Martinez, Alexandre
, p. 1999 - 2003 (2019/04/11)
The polytopic hemicryptophane cage HC1 combining a cyclotriveratrylene (CTV) unit and a tris(2-aminoethyl)amine (tren) moiety connected by three 2-hydroxyisophthalamide linkers was synthesized in 12 steps. The resulting highly functionalized covalent host