Computational evidence for intramolecular hydrogen bonding and nonbonding X···O interactions in 2'-haloflavonols-Reference-Cited by-同舟云学术

Computational evidence for intramolecular hydrogen bonding and nonbonding X···O interactions in 2'-haloflavonols

Published:2012-01-19 Issue: Volume:8 Page:112-117
ISSN:1860-5397
Container-title:Beilstein Journal of Organic Chemistry
language:en
Short-container-title:Beilstein J. Org. Chem.

Author:

Fonseca Tânia A O,Freitas Matheus P,Cormanich Rodrigo A,Ramalho Teodorico C,Tormena Cláudio F,Rittner Roberto

Abstract

The conformational isomerism and stereoelectronic interactions present in 2'-haloflavonols were computationally analyzed. On the basis of the quantum theory of atoms in molecules (QTAIM) and natural bond orbital (NBO) analysis, the conformer stabilities of 2'-haloflavonols were found to be dictated mainly by a C=O···H–O intramolecular hydrogen bond, but an unusual C–F···H–O hydrogen-bond and intramolecular C–X···O nonbonding interactions are also present in such compounds.

Publisher

Beilstein Institut

Subject

Organic Chemistry

Link

https://www.beilstein-journals.org/bjoc/content/pdf/1860-5397-8-12.pdf

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