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Paper | Special issue | Vol 76, No. 1, 2008, pp.439-453
Published online, 17th April, 2008
DOI: 10.3987/COM-08-S(N)25
A Facil and Efficient Synthesis of Mono- and Bis-functionalized meso-Substituted Porphyrins via Palladium-Catalyzed Negishi Cross-Coupling

Toshikatsu Takanami,* Miku Yotsukura, Wakaba Inoue, Naoyuki Inoue, Fumio Hino, and Kohji Suda*

*Meiji Pharmaceutical University, 2-522-1, Noshio, Kiyose, Tokyo 204-8588, Japan

Abstract

A series of mono- and bis-functionalized meso-substituted porphyrins bearing chemically reactive functional groups such as -COOR, -Cl, and -CN in the alkyl substituents at the meso positions were efficiently synthesized by the reactions of meso-brominated precursors with alkylzinc reagents via palladium-catalyzed Negishi cross-coupling.