A comprehensive analysis of P···π pnicogen bonds: substitution effects and comparison with Br···π halogen bonds

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• 作者：Cuicui Liu ; Yanli Zeng ; Xiaoyan Li ; Lingpeng Meng…
• 关键词：Pnicogen bond ; Halogen bond ; Substitution effect ; Topological analysis of electron density
• 刊名：Journal of Molecular Modeling
• 出版年：2015
• 出版时间：June 2015
• 年：2015
• 卷：21
• 期：6
• 全文大小：1,918 KB
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• 作者单位：Cuicui Liu (1)
  Yanli Zeng (1)
  Xiaoyan Li (1)
  Lingpeng Meng (1)
  Xueying Zhang (1)
  
  1. Institute of Computational Quantum Chemistry, College of Chemistry and Material Sciences, Hebei Normal University, Shijiazhuang, 050024, China
  
• 刊物类别：Chemistry and Materials Science
• 刊物主题：Chemistry
  Computer Applications in Chemistry
  Biomedicine
  Molecular Medicine
  Health Informatics and Administration
  Life Sciences
  Computer Application in Life Sciences
  
• 出版者：Springer Berlin / Heidelberg
• ISSN：0948-5023

文摘

Ab initio calculations were carried out in a systematic investigation of P···π pnicogen-bonded complexes XH₂P···C₂H₂/C₂H₄ and FH₂P···C₂R₂/C₂R₄ for X-?H, CH₃, OH, CN, Br, Cl, NO₂, F, and R-?F, CH₃, as well as corresponding Br···π halogen-bonded complexes XBr···C₂H₂. Both the electron-withdrawing and electron-donating substituents in the electron acceptor have enhancing effects on the strength of P···π interactions. The electron-donating group in the electron donor leads to strengthening while the electron-withdrawing group leads to weakening of P···π interactions. The studied P···π and Br···π interactions are similar and are typically “closed-shell-non-covalent character in nature. Moreover, analyses of natural bond orbital and density difference of molecular formation indicated that charge transfer and polarization also play important roles in P···π interactions. The substituents have direct effects on the molecular electrostatic potential, and the charge transfer amount and extent of polarization of the P···π interaction are also specific to each substituent.