Periphery-Hydrogenating Effects on the Unordinary 14 π-Electron Delocalized Circuits and Related Electronic Properties of Subporphyrazine Analogs: A Density Functional Theory Investigation

Authors

  • Luyang Zhao,

    1. Beijing Key Laboratory for Science and Application of Functional Molecular and Crystalline Materials, Department of Chemistry, University of Science and Technology Beijing, Beijing 100083, China
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  • Dongdong Qi,

    1. Beijing Key Laboratory for Science and Application of Functional Molecular and Crystalline Materials, Department of Chemistry, University of Science and Technology Beijing, Beijing 100083, China
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  • Xue Cai,

    1. Department of Chemistry, Mudanjiang Normal College, Mudanjiang, Heilongjiang 157012, China
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  • Jianzhuang Jiang

    Corresponding author
    1. Beijing Key Laboratory for Science and Application of Functional Molecular and Crystalline Materials, Department of Chemistry, University of Science and Technology Beijing, Beijing 100083, China
    • Beijing Key Laboratory for Science and Application of Functional Molecular and Crystalline Materials, Department of Chemistry, University of Science and Technology Beijing, Beijing 100083, China, Tel.: 0086-010-62332592; Fax: 0086-010-62332462
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Abstract

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 π1414 to limited π1314 or π1214 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.

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