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Synthesis of Styryl-substituted Z/E-Chlorin Derivatives with Chlorophyll-a Skeleton

  1. Jin-Jun Wang†,
  2. Jia-Zhu Li1,
  3. Xu-Ran Wu1,
  4. Yong Key Shim2

Article first published online: 4 JUL 2006

DOI: 10.1002/cjoc.200690177

Issue

Chinese Journal of Chemistry

Chinese Journal of Chemistry

Volume 24, Issue 7, pages 933–938, July, 2006

Additional Information

How to Cite

Wang, J.-J., Li, J.-Z., Wu, X.-R. and Shim, Y. K. (2006), Synthesis of Styryl-substituted Z/E-Chlorin Derivatives with Chlorophyll-a Skeleton. Chinese Journal of Chemistry, 24: 933–938. doi: 10.1002/cjoc.200690177

Author Information

  1. 1

    Department of Applied Chemistry, Yantai University, Yantai, Shandong 264005, China

  2. 2

    School of Nano Engineering, Inje University, Pusan, South Korea

  1. †

    Project supported by Ministry of the Science and Technology of China as a cooperative project between China and Korea (2002).

Publication History

  1. Issue published online: 4 JUL 2006
  2. Article first published online: 4 JUL 2006
  3. Manuscript Accepted: 10 MAR 2006
  4. Manuscript Received: 25 OCT 2005

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Keywords:

  • chlorophyll-a derivative;
  • chlorin;
  • Wittig reaction;
  • Vilsmeier reaction;
  • photodynamic therapy

Abstract

The Wittig reaction of methyl pyropheophorbide-d2, obtained from methyl pyropheophorbide-a1, with benzyltriphenylphosphonium bromide was performed to yield isomers 3a and 3b. The Vilsmeier reaction of nickel complex 4 or 7 with 3-dimethylaminoacrolein in the presence of phosphoryl chloride was carried out to form 20-meso-2′-formylvinylpyropheophorbide-a5 or 8, which was reacted with Wittig reagent to afford nickel complex isomers 6a and 6b or 9a and 9b, 10a and 10b.

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