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Periphery‐Hydrogenating Effects on the Unordinary 14 π‐Electron Delocalized Circuits and Related Electronic Properties of Subporphyrazine Analogs: A Density Functional Theory Investigation
Author(s) -
Zhao Luyang,
Qi Dongdong,
Cai Xue,
Jiang Jianzhuang
Publication year - 2012
Publication title -
chinese journal of chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.28
H-Index - 41
eISSN - 1614-7065
pISSN - 1001-604X
DOI - 10.1002/cjoc.201200643
Subject(s) - delocalized electron , chemistry , aromaticity , density functional theory , topology (electrical circuits) , computational chemistry , molecular orbital , electron delocalization , electronic structure , molecular physics , chemical physics , molecule , organic chemistry , mathematics , combinatorics
Density functional theory method was employed to investigate the electronic properties of two series of subporphyrazine and subphthalocyanine derivatives, namely SubPz, SubPz‐1H, SubPz‐2H, SubPz‐3H, SubPc, SubPc‐1H, SubPc‐2H, and SubPc‐3H. Calculated results show that peripheral hydrogenation essentially changes the delocalized pattern from the common π 14 14 to limited π 13 14 or π 12 14 for SubPz series, and substantially weakens the aromaticity for both SubPz and SubPc compounds. The unordinary delocalized circuit owns an unstable energy level, and thus gives rise to a notable transformation of geometric configuration, frontier molecular orbital topology, and absorption spectral bands.