Some measures for making halogen bonds stronger than hydrogen bonds in H2CS-HOX (X = F, Cl, and Br) complexes

The properties and applications of halogen bonds are dependent greatly on their strength. In this paper, we suggested some measures for enhancing the strength of the halogen bond relative to the hydrogen bond in the H 2 CS-HOX (X = F, Cl, and Br) system by means of quantum chemical calculations. It...

Full description

Saved in:
Bibliographic Details
Published in:Physical chemistry chemical physics : PCCP 2011-02, Vol.13 (6), p.2266-2271
Main Authors: Li, Qing-Zhong, Jing, Bo, Li, Ran, Liu, Zhen-Bo, Li, Wen-Zuo, Luan, Feng, Cheng, Jian-Bo, Gong, Bao-An, Sun, Jia-Zhong
Format: Article
Language:English
Subjects:
Bonding
Chemical bonds
Chemistry
Exact sciences and technology
General and physical chemistry
Halogens
Halogens - chemistry
Hydrogen Bonding
Hydrogen bonds
Lithium - chemistry
Mathematical analysis
Models, Chemical
Models, Molecular
Quantum chemistry
Quantum Theory
Solvents - chemistry
Strength
Thermodynamics
Online Access:Get full text
Tags: Add Tag
No Tags, Be the first to tag this record!
Description
Summary:The properties and applications of halogen bonds are dependent greatly on their strength. In this paper, we suggested some measures for enhancing the strength of the halogen bond relative to the hydrogen bond in the H 2 CS-HOX (X = F, Cl, and Br) system by means of quantum chemical calculations. It has been shown that with comparison to H 2 CO, the S electron donor in H 2 CS results in a smaller difference in strength for the Cl halogen bond and the corresponding hydrogen bond, and the Br halogen bond is even stronger than the hydrogen bond. The Li atom in LiHCS and methyl group in MeHCS cause an increase in the strength of halogen bonding and hydrogen bonding, but the former makes the halogen bond stronger and the latter makes the hydrogen bond stronger. In solvents, the halogen bond in the Br system is strong enough to compete with the hydrogen bond. The interaction nature and properties in these complexes have been analyzed with the natural bond orbital theory. Some measures for how to make halogen bonding stronger than hydrogen bonding have been proposed.
ISSN:1463-9076
1463-9084
DOI:10.1039/c0cp01543a