Halogen bond tunability I: the effects of aromatic fluorine substitution on the strenghts of halogen-bonding interactions involving chlorine, bromine, and iodine

Result code in IS VaVaI

<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F61388963%3A_____%2F11%3A00370773" target="_blank" >RIV/61388963:_____/11:00370773 - isvavai.cz</a>

Result on the web

<a href="http://dx.doi.org/10.1007/s00894-011-1015-6" target="_blank" >http://dx.doi.org/10.1007/s00894-011-1015-6</a>

DOI - Digital Object Identifier

<a href="http://dx.doi.org/10.1007/s00894-011-1015-6" target="_blank" >10.1007/s00894-011-1015-6</a>

Result language

angličtina

Original language name

Halogen bond tunability I: the effects of aromatic fluorine substitution on the strenghts of halogen-bonding interactions involving chlorine, bromine, and iodine

Original language description

In the past several years, halogen bonds have been shown to be relevant in crystal engineering and biomedical applications. One of the reasons for the utility of these types of noncovalent interactions in the development of, for example, pharmaceutical ligands is that their strengths and geometric properties are very tunable. That is, substitution of atoms or chemical groups in the vicinity of a halogen can have a very strong effect on the strength of the halogen bond. In this study we investigate halogen-bonding interactions involving aromatically-bound halogens (Cl, Br, and I) and a carbonyl oxygen. The properties of these halogen bonds are modulated by substitution of aromatic hydrogens with fluorines, which are very electronegative. It is found that these types of substitutions have dramatic effects on the strengths of the halogen bonds, leading to interactions that can be up to 100% stronger. Very good correlations are obtained between the interaction energies and the magnitudes o

Czech name

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Czech description

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Type

J_x - Unclassified - Peer-reviewed scientific article (Jimp, Jsc and Jost)

CEP classification

CC - Organic chemistry

OECD FORD branch

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Project

<a href="/en/project/LC512" target="_blank" >LC512: Center for biomolecules and complex molecular systems</a><br>

Continuities

Z - Vyzkumny zamer (s odkazem do CEZ)

Publication year

2011

Confidentiality

S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů

Name of the periodical

Journal of Molecular Modeling

ISSN

1610-2940

e-ISSN

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Volume of the periodical

17

Issue of the periodical within the volume

12

Country of publishing house

CZ - CZECH REPUBLIC

Number of pages

10

Pages from-to

3309-3318

UT code for WoS article

000297548000026

EID of the result in the Scopus database

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