Monophosphaporphyrins: Oxidative π-extension at the peripherally fused carbocycle of the phosphaporphyrin ring

Yoshihiro Matano, Makoto Nakashima, Takashi Nakabuchi, Hiroshi Imahori, Shinya Fujishige, Haruyuki Nakano

Research output: Contribution to journalArticlepeer-review

39 Citations (Scopus)

Abstract

The 18π-σ3- and 22π-σ4- phosphaporphyrins were successfully prepared by an acid-promoted condensation between a phosphatripyrrane and a 2,5-bis[hydroxy(phenyl)methyl]pyrrole, and their structures, aromaticity, and optical and electrochemical properties were disclosed. Notably, a σ4-phosphaporphyrinogen and the 18π-σ3-phosphaporphyrin undergo oxidative π-extension at the peripherally fused carbocycle to afford the 22π-σ4- phosphaporphyrin.

Original languageEnglish
Pages (from-to)553-556
Number of pages4
JournalOrganic Letters
Volume10
Issue number4
DOIs
Publication statusPublished - Feb 21 2008

All Science Journal Classification (ASJC) codes

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

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