Enantioselective CuII-Catalyzed Diels-Alder and Michael Addition Reactions in Water Using Bio-Inspired Triazacyclophane-Based Ligands

Autor: Gerard Roelfes, H. Bauke Albada, Rob M. J. Liskamp, Fiora Rosati, David Coquière

Publikováno v: European Journal of Organic Chemistry, 1714-1720. WILEY-V C H VERLAG GMBH
ISSUE=9;STARTPAGE=1714;ENDPAGE=1720;ISSN=1434-193X;TITLE=European Journal of Organic Chemistry

A triazacyclophane (TAC) scaffold decorated with three histidine amino acid residues was used as a tridentate ligand in asymmetric copper(II)-catalysed Diels-Alder and Michael addition reactions in water. Enantiomeric excesses up to 55% were obtained

Externí odkaz: https://explore.openaire.eu/search/publication?articleId=doi_dedup___::3917a4d07ab057347717a2db8b15a045
https://doi.org/10.1002/ejoc.201001522

Multipoint molecular recognition within a calix[6]arene funnel complex

Autor: Olivier Parisel, Sergio Martí, Aurélien de la Lande, Thierry Prangé, Olivia Reinaud, David Coquière

Publikováno v: Proceedings of the National Academy of Sciences. 106:10449-10454

A multipoint recognition system based on a calix[6]arene is described. The calixarene core is decorated on alternating aromatic subunits by 3 imidazole arms at the small rim and 3 aniline groups at the large rim. This substitution pattern projects th

Externí odkaz: https://explore.openaire.eu/search/publication?articleId=doi_________::0d95cddd8bc0dea661e8ded926f44232
https://doi.org/10.1073/pnas.0811663106

Architecture-Controlled 'SMART' Calix[6]Arene Self-Assemblies in Aqueous Solution

Autor: Marie-Claude Fauré, Michel Goldmann, Laurent Legrand, David Coquière, Samy Remita, and O. Reinaud, S. Houmadi

Publikováno v: Langmuir
Langmuir, American Chemical Society, 2007, 23 (9), pp.4849-4855. ⟨10.1021/la700271a⟩
Langmuir, American Chemical Society, 2007, 23 (9), pp.4849-4855. 〈10.1021/la700271a〉
Langmuir, 2007, 23 (9), pp.4849-4855. ⟨10.1021/la700271a⟩

International audience; Self-assemblies of a calix[6]arene (1) functionalized at the small rim by three imidazolyl arms and at the large rim by three hydrophilic sulfonato groups have been studied in water. Transmission electron microscopy, atomic fo

Externí odkaz: https://explore.openaire.eu/search/publication?articleId=doi_dedup___::9c9ccf1ef6b0bb021534bafd47050861
https://doi.org/10.1021/la700271a

Ipso-Chlorosulfonylation of Calixarenes: A Powerful Tool for the Selective Functionalization of the Large Rim

Autor: Michel Giorgi, Yannick Rondelez, Hélène Cadeau, Olivia Reinaud, David Coquière

Publikováno v: The Journal of Organic Chemistry. 71:4059-4065

In our quest for the elaboration of supramolecular models of metallo-enzyme active sites, we became interested in developing new methodologies for the selective functionalization of the large rim of calix[6]arenes. Here, we describe a novel reaction,

Externí odkaz: https://explore.openaire.eu/search/publication?articleId=doi_dedup___::f07be6fb8c2629771e85618cf992db93
https://doi.org/10.1021/jo052605p

ChemInform Abstract: Biomimetic and Self-Assembled Calix[6]arene-Based Receptors for Neutral Molecules

Autor: Stéphane Le Gac, Olivier Sénèque, Ulrich Darbost, Ivan Jabin, David Coquière, Olivia Reinaud

Publikováno v: ChemInform. 40

The selective recognition of substrates or cofactors is a key feature of biological processes. It involves coordination bonds, hydrogen bonding, charge/charge and charge/dipole interactions. In this Perspective, we describe how the calix[6]arene core

Externí odkaz: https://explore.openaire.eu/search/publication?articleId=doi_________::717c2cfbc25fe32887db26bf231595a6
https://doi.org/10.1002/chin.200940231