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Enantiopure encaged Verkade's superbases: Synthesis, chiroptical properties, and use as chiral derivatizing agent.
Yang, Jian; Chatelet, Bastien; Hérault, Damien; Dufaud, Véronique; Robert, Vincent; Grass, Stéphane; Lacour, Jérôme; Vanthuyne, Nicolas; Jean, Marion; Albalat, Muriel; Dutasta, Jean-Pierre; Martinez, Alexandre.
Afiliação
  • Yang J; Aix Marseille Univ, CNRS, Centrale Marseille, iSm2, Marseille, France.
  • Chatelet B; Aix Marseille Univ, CNRS, Centrale Marseille, iSm2, Marseille, France.
  • Hérault D; Aix Marseille Univ, CNRS, Centrale Marseille, iSm2, Marseille, France.
  • Dufaud V; Laboratoire de Chimie, Catalyse, Polymères, Procédés CNRS, UMR 5265, Université Claude Bernard Lyon1, Villeurbanne cedex, France.
  • Robert V; Laboratoire de Chimie Quantique Institut de Chimie, UMR CNRS 7177, Université de Strasbourg, Strasbourg, France.
  • Grass S; Department of Organic Chemistry, Quai Ernest Ansermet 30, University of Geneva, Geneva, Switzerland.
  • Lacour J; Department of Organic Chemistry, Quai Ernest Ansermet 30, University of Geneva, Geneva, Switzerland.
  • Vanthuyne N; Aix Marseille Univ, CNRS, Centrale Marseille, iSm2, Marseille, France.
  • Jean M; Aix Marseille Univ, CNRS, Centrale Marseille, iSm2, Marseille, France.
  • Albalat M; Aix Marseille Univ, CNRS, Centrale Marseille, iSm2, Marseille, France.
  • Dutasta JP; Laboratoire de Chimie École Normale Supérieure de Lyon, CNRS, UCBL, 46 Allée d'Italie, Lyon, F-69364, France.
  • Martinez A; Aix Marseille Univ, CNRS, Centrale Marseille, iSm2, Marseille, France.
Chirality ; 32(2): 139-146, 2020 02.
Article em En | MEDLINE | ID: mdl-31847051
ABSTRACT
Verkade's superbases, entrapped in the cavity of enantiopure hemicryptophane cages, have been synthesized with enantiomeric excess (ee) superior to 98%. Their absolute configuration has been determined by using electronic circular dichroism (ECD) spectroscopy. These enantiopure encaged superbases turned out to be efficient chiral derivatizing agents for chiral azides, underlining that the chirality of the cycloveratrylene (CTV) macrocycle induces different magnetic and chemical environments around the phosphazide functions.
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Texto completo: 1 Coleções: 01-internacional Base de dados: MEDLINE Idioma: En Revista: Chirality Assunto da revista: BIOLOGIA MOLECULAR / QUIMICA Ano de publicação: 2020 Tipo de documento: Article País de afiliação: França
Texto completo
Imprimir
XML
PubMed Links
Buscar no Google

Texto completo: 1 Coleções: 01-internacional Base de dados: MEDLINE Idioma: En Revista: Chirality Assunto da revista: BIOLOGIA MOLECULAR / QUIMICA Ano de publicação: 2020 Tipo de documento: Article País de afiliação: França