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Synthesis 2001; 2001(3): 0399-0402
DOI: 10.1055/s-2001-11428
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Synthesis of β,β′-(Phenylene)diporphyrins

Yumiko Fumoto* , Hidemitsu Uno, Kei Tanaka, Masanori Tanaka, Takashi Murashima, Noboru Ono
  • *Department of Chemistry, Faculty of Science, Ehime University, Matsuyama 790-8577, Japan; Fax + 81(89)9 27 95 90; E-mail: ononbr@dpc.ehime-u.ac.jp
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Publication Date:
31 December 2001 (online)

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meso-Unsubstituted porphyrin dimers linked with 1,3- and 1,4-phenylenes were prepared from the corresponding phenylenedipyrroles by double [3+1] MacDonald condensation in 16% and 27% yields, respectively. These dipyrroles were in turn prepared from tere- and iso-phthalaldehydes in respective yields of 23% and 41% via the 3-step reactions involving the modified Barton-Zard reaction.

meso-unsubstituted porphyrin dimers - β,β′-linked porphyrin dimers - phenylene-linked porphyrin dimers - modified Barton-Zard pyrrole synthesis - [3+1] MacDonald condensation