Hexaalkyl terpyrrole: a new building block for the preparation of expanded porphyrins

JL Sessler, SJ Weghorn, Y Hiseada…

Index: Sessler, Jonathan L.; Weghorn, Steven J.; Hiseada, Yoshio; Lynch, Vincent Chemistry--A European Journal, 1995 , vol. 1, # 1 p. 56 - 67

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Citation Number: 148

Abstract

Abstract A new, general synthesis of the first β-substituted tetra-and hexaalkyl terpyrroles is described. Also described are two new classes of expanded porphyrins derived from the hexaalkyl terpyrrole. The key step in the terpyrrole formation is the copper (II)-mediated oxidative coupling of the LDA-derived enolates of α-keto pyrroles. The first new expanded porphyrin reported here, the so-called “orangarin”, contains five pyrrolic subunits and two ...