σ-Hole Bond vs π-Hole Bond: A Comparison Based on Halogen Bond
Publication type: Journal Article
Publication date: 2016-02-17
scimago Q1
wos Q1
SJR: 16.455
CiteScore: 100.5
Impact factor: 55.8
ISSN: 00092665, 15206890
PubMed ID:
26886515
General Chemistry
Abstract
The σ-hole and π-hole are the regions with positive surface electrostatic potential on the molecule entity; the former specifically refers to the positive region of a molecular entity along extension of the Y-Ge/P/Se/X covalent σ-bond (Y = electron-rich group; Ge/P/Se/X = Groups IV-VII), while the latter refers to the positive region in the direction perpendicular to the σ-framework of the molecular entity. The directional noncovalent interactions between the σ-hole or π-hole and the negative or electron-rich sites are named σ-hole bond or π-hole bond, respectively. The contributions from electrostatic, charge transfer, and other terms or Coulombic interaction to the σ-hole bond and π-hole bond were reviewed first followed by a brief discussion on the interplay between the σ-hole bond and the π-hole bond as well as application of the two types of noncovalent interactions in the field of anion recognition. It is expected that this review could stimulate further development of the σ-hole bond and π-hole bond in theoretical exploration and practical application in the future.
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586
Total citations:
586
Citations from 2025:
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(11.26%)
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Wang H., WANG W., Jin W. J. σ-Hole Bond vs π-Hole Bond: A Comparison Based on Halogen Bond // Chemical Reviews. 2016. Vol. 116. No. 9. pp. 5072-5104.
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Wang H., WANG W., Jin W. J. σ-Hole Bond vs π-Hole Bond: A Comparison Based on Halogen Bond // Chemical Reviews. 2016. Vol. 116. No. 9. pp. 5072-5104.
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TY - JOUR
DO - 10.1021/acs.chemrev.5b00527
UR - https://doi.org/10.1021/acs.chemrev.5b00527
TI - σ-Hole Bond vs π-Hole Bond: A Comparison Based on Halogen Bond
T2 - Chemical Reviews
AU - Wang, Hui
AU - WANG, WEIZHOU
AU - Jin, Wei Jun
PY - 2016
DA - 2016/02/17
PB - American Chemical Society (ACS)
SP - 5072-5104
IS - 9
VL - 116
PMID - 26886515
SN - 0009-2665
SN - 1520-6890
ER -
Cite this
BibTex (up to 50 authors)
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@article{2016_Wang,
author = {Hui Wang and WEIZHOU WANG and Wei Jun Jin},
title = {σ-Hole Bond vs π-Hole Bond: A Comparison Based on Halogen Bond},
journal = {Chemical Reviews},
year = {2016},
volume = {116},
publisher = {American Chemical Society (ACS)},
month = {feb},
url = {https://doi.org/10.1021/acs.chemrev.5b00527},
number = {9},
pages = {5072--5104},
doi = {10.1021/acs.chemrev.5b00527}
}
Cite this
MLA
Copy
Wang, Hui, et al. “σ-Hole Bond vs π-Hole Bond: A Comparison Based on Halogen Bond.” Chemical Reviews, vol. 116, no. 9, Feb. 2016, pp. 5072-5104. https://doi.org/10.1021/acs.chemrev.5b00527.