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Tuning anion‐π interaction via halogen substituent effects in cyanuric acids and its derivatives
Author(s) -
Du Shuangli,
Wang Bingqiang,
Zhang Jian,
Zhang Caiyun
Publication year - 2015
Publication title -
international journal of quantum chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.484
H-Index - 105
eISSN - 1097-461X
pISSN - 0020-7608
DOI - 10.1002/qua.24938
Subject(s) - chemistry , halogen , ion , substituent , chloride , molecule , cyanuric chloride , solvent , computational chemistry , interaction energy , photochemistry , organic chemistry , alkyl
Several anion‐π complexes of isocyanuric acid, thioderivatives and their halogen substituted derivatives with chloride anion have been studied. The geometric and energetic features, charges transfer from chloride anion to the aromatic rings and “atoms‐in‐molecules” analysis are performed and discussed for these complexes. The results show that the strength of the anion‐π interaction between cyanuric derivatives and chloride anion can be tuned by halogen‐substituting. The localized molecular orbital energy decomposition analyses shows that, in the total interaction, exchange and electrostatic energies are the dominant stabilizing forces, and the polarization energies also make a favorable contribution. Finally, solvent effect significantly weakens the anion‐π interaction between the isocyanuric derivatives and chloride anion, especially in polar solvents. © 2015 Wiley Periodicals, Inc.