Scientific article

English

Enantiopure encaged Verkade's superbases: Synthesis, chiroptical properties, and use as chiral derivatizing agent

ContributorsYang, Jian; Chatelet, Bastien; Hérault, Damien; Dufaud, Véronique; Robert, Vincent; Grass, Stéphane; Lacour, Jérôme

; Vanthuyne, Nicolas; Jean, Marion; Albalat, Muriel; Dutasta, Jean‐Pierre; Martinez, Alexandre

Published inChirality, vol. 32, no. 2, p. 139-146

Publication date2020

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.

Affiliation entities

Faculté des sciences / Section de chimie et biochimie / Département de chimie organique

Research groups

Groupe Lacour

Citation (ISO format)

YANG, Jian et al. Enantiopure encaged Verkade’s superbases: Synthesis, chiroptical properties, and use as chiral derivatizing agent. In: Chirality, 2020, vol. 32, n° 2, p. 139–146. doi: 10.1002/chir.23156

Article (Published version)

Article (Accepted version)

Identifiers

PID : unige:129075
DOI : 10.1002/chir.23156

Commercial URLhttps://onlinelibrary.wiley.com/doi/abs/10.1002/chir.23156

Journal ISSN0899-0042

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Creation20/01/2020 09:50:00

First validation20/01/2020 09:50:00

Update time18/11/2024 10:21:34

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