N–H⋯X interactions stabilize intra-residue C5 hydrogen bonded conformations in heterocyclic α-amino acid derivatives-Reference-Cited by-同舟云学术

N–H⋯X interactions stabilize intra-residue C5 hydrogen bonded conformations in heterocyclic α-amino acid derivatives

Published:2021 Issue:44 Volume:12 Page:14826-14832
ISSN:2041-6520
Container-title:Chemical Science
language:en
Short-container-title:Chem. Sci.

Author:

Mundlapati Venkateswara Rao¹^ORCID,Imani Zeynab²^ORCID,D'mello Viola C.¹,Brenner Valérie¹^ORCID,Gloaguen Eric¹^ORCID,Baltaze Jean-Pierre²^ORCID,Robin Sylvie²³^ORCID,Mons Michel¹^ORCID,Aitken David J.²^ORCID

Affiliation:

1. Université Paris-Saclay, CEA, CNRS, LIDYL, 91191 Gif-sur-Yvette, France

2. Université Paris-Saclay, CNRS, ICMMO, 91405 Orsay, France

3. Université de Paris, Faculté de Pharmacie, 75006 Paris, France

Abstract

In 4-membered ring heterocyclic α-amino acid derivatives, extended conformations based on intraresidue C5 H-bonds can be stabilized by N–H⋯X H-bonds, making the combined C5–C6γ structures prominent in both gas phase and in weakly polar solutions.

Funder

Agence Nationale de la Recherche

Grand Équipement National De Calcul Intensif

Commissariat à l'Énergie Atomique et aux Énergies Alternatives

Publisher

Royal Society of Chemistry (RSC)

Subject

General Chemistry

Link

http://pubs.rsc.org/en/content/articlepdf/2021/SC/D1SC05014A

Reference37 articles.

1. The centenary (maybe) of the hydrogen bond