van der Waals interactions to control amide cis-trans isomerism

Gupta, SK and Banerjee, S and Prabhakaran, EN (2022) van der Waals interactions to control amide cis-trans isomerism. In: New Journal of Chemistry .

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Abstract

We discover the presence of local van der Waals (vdW) interactions at the cis amide bond in crystals of isobutyroyl-Pro-Val-OMe. By expanding this interaction volume, we demonstrate a corresponding sigmoidal increase in cis amide stabilization by up to −0.24 kcal mol−1. These vdW interactions exhibit a 60% contribution towards similar CH⋯π interaction energies.

Item Type:	Journal Article
Publication:	New Journal of Chemistry
Publisher:	Royal Society of Chemistry
Additional Information:	The copyright for this article belongs to the Royal Society of Chemistry.
Keywords:	Stereochemistry; Van der Waals forces, Amide bond; Cis-trans isomerism; Interaction energies; Van Der Waals interactions, Amides
Department/Centre:	Division of Chemical Sciences > Organic Chemistry
Date Deposited:	14 Jul 2022 10:28
Last Modified:	14 Jul 2022 10:28
URI:	https://eprints.iisc.ac.in/id/eprint/74426

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