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Solvent Effects on Halogen Bond Symmetry

Journal article
Authors Anna-Carin Carlsson
Martin Uhrbom
Alavi Karim
Ulrika Brath
Jürgen Gräfenstein
Mate Erdelyi
Published in CrysteEngComm
Volume 15
Issue 16
Pages 3087-3092
ISSN 1466-8033
Publication year 2013
Published at Swedish NMR Centre at Göteborg University
Department of Chemistry and Molecular Biology
Pages 3087-3092
Language en
Links dx.doi.org/10.1039/C2CE26745D
https://gup.ub.gu.se/file/113520
Keywords halogen bond, NMR, symmetry
Subject categories Chemical Sciences, Organic Chemistry, Physical organic chemistry, Medicinal Chemistry, Pharmaceutical chemistry

Abstract

The symmetric arrangement of the iodine and bromine centred 3-center–4-electron halogen bond is revealed to remain preferred in a polar, aprotic solvent environment. Acetonitrile is unable to compete with pyridine for halogen bonding; however, its polarity weakly modulates the energy of the interaction and influences IPE-NMR experiments.

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