Synthesis and Characterization of 5,10- and 5,15-Disubstituted Porphodimethenes

Authors

  • Zhiqiang Feng,

    1. Key Laboratory of Organic Synthesis of Jiangsu Province, College of Chemistry, Chemical Engineering and Materials Science, Soochow University, Suzhou, Jiangsu 215123, China
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  • Xiaoxu Kai,

    1. Key Laboratory of Organic Synthesis of Jiangsu Province, College of Chemistry, Chemical Engineering and Materials Science, Soochow University, Suzhou, Jiangsu 215123, China
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  • Jiaxun Jiang,

    1. Key Laboratory of Organic Synthesis of Jiangsu Province, College of Chemistry, Chemical Engineering and Materials Science, Soochow University, Suzhou, Jiangsu 215123, China
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  • Chuanjiang Hu

    Corresponding author
    1. Key Laboratory of Organic Synthesis of Jiangsu Province, College of Chemistry, Chemical Engineering and Materials Science, Soochow University, Suzhou, Jiangsu 215123, China
    2. State Key Lab & Coordination Chemistry Institute, Nanjing University, Nanjing, Jiangsu 210093, China
    • Key Laboratory of Organic Synthesis of Jiangsu Province, College of Chemistry, Chemical Engineering and Materials Science, Soochow University, Suzhou, Jiangsu 215123, China
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Abstract

The four porphodimethene isomers, 5,10- and 5,15-disubstituted, have been synthesized in a one-pot reaction by the Lindsey protocol. Three of them have been characterized by X-ray crystallography. Structures show that two of them are 5,15-porphodimethenes: one is syn-equatorial, another is anti-configuration; the third one is 5,10-porphodimethene. In the 5,10-porphodimethene, the tripyrrane subunit remains planar conformation. 1H NMR and UV-vis spectra have also been characterized. Both spectra reveal remarkable difference between 5,10- and 5,15-disubstituted isomers.

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