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One-pot synthesis of cyanuric acid-bridged porphyrin-porphyrin dyads.

Research paper by Tommaso T Carofiglio, Alessandro A Varotto, Umberto U Tonellato

Indexed on: 06 Nov '04Published on: 06 Nov '04Published in: Journal of Organic Chemistry



Abstract

Stepwise amination of cyanuric chloride (1) with 5-(4-aminophenyl)-10,15,20-triphenylporphyrin (2) and/or its zinc(II) complex (3) enables the synthesis of porphyrin-porphyrin dyads with predetermined free base-free base forms or free base-zinc and zinc-zinc metalation states. Furthermore, the use of aminopropyl-silanized silica gel as a scavenger for unwanted byproducts allowed the one-pot synthesis of title porphyrin compounds in high yield and purity with minimum use of preparative column chromatography.