Synthesis of locked meso-β-substituted chlorins via 1, 3-dipolar cycloaddition

M Galȩzowski, DT Gryko

Index: Galezowski, Michal; Gryko, Daniel T. Journal of Organic Chemistry, 2006 , vol. 71, # 16 p. 5942 - 5950

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Citation Number: 45

Abstract

A novel approach toward “locked” chlorins with increased stability has been studied in detail. The chlorin skeleton is assembled in a convergent fashion from two fragments via a porphyrin forming reaction, followed by 1, 3-dipolar cycloaddition of azomethine ylides, which are formed in situ. Central to the success of the process is the presence of two electron-withdrawing groups in vicinal positions at the perimeter of the porphyrin. As a ...