Giant macrocycles composed of thiophene, acetylene, and ethylene building blocks

…, Y Kuwatani, H Miyasaka, T Nishinaga…

Index: Nakao, Kazumi; Nishimura, Masayuki; Tamachi, Tomoya; Kuwatani, Yoshiyuki; Miyasaka, Hitoshi; Nishinaga, Tohru; Iyoda, Masahiko Journal of the American Chemical Society, 2006 , vol. 128, # 51 p. 16740 - 16747

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Citation Number: 118

Abstract

Fully conjugated giant macrocyclic oligothiophenes with 60π, 90π, 120π, 150π, and 180π frames (1, 2, 3, 4 and 5) have been designed, and their butyl-substituted derivatives (1a, 2a, 3a, 4a, and 5a) have been synthesized using modified Sonogashira and McMurry coupling reactions as key steps. The 60-180π systems 1-5 are circular with 1.8-6 nm inner cavities and 3.3-7.5 nm outside molecular diameters. Compound 1a containing ten 3, 4-dibutyl-2, ...