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Synthesis of water-soluble porphyrin and the corresponding highly planar benzoporphyrin without meso-substituents
Authors:Takashi Murashima  Satoshi Tsujimoto  Toshifumi Miyazawa  Noboru Ono
Affiliation:a Department of Chemistry, Faculty of Science and Engineering, Konan University, Japan
b Frontier Institute for Biomolecular Engineering Research (FIBER), Konan University, 8-9-1 Okamoto, Higashinada-ku, Kobe 685-8501, Japan
c Department of Chemistry, Faculty of Science, Ehime University, Japan
d Integrated Center for Science, Ehime University, 2-5 Bunkyo-cho, Masuyama 790-8577, Japan
Abstract:
Water-soluble bicycloporphyrin and benzoporphyrin having octacarboxyl groups are synthesized from the corresponding octaester porphyrin by simple hydrolyzing and heating procedures. These compounds are characterized by UV-vis, NMR and mass spectroscopies. The benzoporphyrin octacarboxylic acid exhibits extremely high planarity in spite of its poly-substitution.
Keywords:Water-soluble porphyrin   Benzoporphyrin   Hydroxylation   Retro Diels-Alder
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