Studies on the conformation of 5, 15-diarylporphyrins with (arylsulfonyl) oxy substituents

…, A Van Veldhuizen, HC Van der Plas…

Index: Sanders, Georgine M.; Dijk, Marinus van; Veldhuizen, Albertus van; Plas, Henk C. van der; Hofstra, Ulbert; Schaafsma, Tjeerd J. Journal of Organic Chemistry, 1988 , vol. 53, # 22 p. 5272 - 5281

Full Text: HTML

Citation Number: 29

Abstract

Dimeso-substituted octaalkylporphyrins, carrying an (arylsulfony1) oxy group at the ortho position of the two (meso) phenyl groups, were synthesized from dipyrrolylmethanes and aldehydes. On account of a 'H NMR upfield shift in CDC13 solution of 2-5 ppm for the aryl protons, a folded conformation is assumed in which the substituted aryl groups lie right above and below the porphyrin plane. In CDC13/CF3COOH solution the upfield shifts are ...