Synthesis of cyclic hexameric porphyrin arrays. Anchors for surface immobilization and columnar self-assembly

K Tomizaki, L Yu, L Wei, DF Bocian…

Index: Tomizaki, Kin-Ya; Yu, Lianhe; Wei, Lingyun; Bocian, David F.; Lindsey, Jonathan S. Journal of Organic Chemistry, 2003 , vol. 68, # 21 p. 8199 - 8207

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Citation Number: 59

Abstract

To investigate new architectures for the self-assembly of multiporphyrin arrays, a one-flask synthesis of a shape-persistent cyclic hexameric array of porphyrins was exploited to prepare six derivatives bearing diverse pendant groups. The new arrays contain 6-12 carboxylic acid groups, 12 amidino groups, 6 thiol groups, or 6 thiol groups and 6 carboxylic acid groups in protected form (S-acetylthio, TMS-ethyl, TMS-ethoxycarbonyl). The arrays ...