Synthesis of β-Functionalized Porphyrins via Palladium-Catalyzed Carbon-Heteroatom Bond Formations: Expedient Entry into β-Chiral Porphyrins

GY Gao, JV Ruppel, DB Allen, Y Chen…

Index: Chen, Ying; Ruppel, Joshua V.; Zhang, X. Peter Journal of the American Chemical Society, 2007 , vol. 129, # 40 p. 12074 - 12075

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Citation Number: 65

Abstract

A procedure was developed for the preparation of β-monobromo-tetraphenylporphyrin (BrTPP) in a greatly improved yield from the selective bromination of tetraphenylporphyrin (TPP) by NBS. BrTPP was successfully employed as a versatile synthon for convenient synthesis of a wide range of β-monofunctionalized porphyrins with various heteroatom functionalities via palladium-mediated carbon-heteroatom bond formations. Examples ...