Corannulene. A Three-Step Synthesis1

…, PC Cheng, MM Hashemi, MS Bratcher…

Index: Scott, Lawrence T.; Cheng, Pei-Chao; Hashemi, Mohammed M.; Bratcher, Matthew S.; Meyer, Dayton T.; Warren, Hope B. Journal of the American Chemical Society, 1997 , vol. 119, # 45 p. 10963 - 10968

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Citation Number: 208

Abstract

Thermal cyclization of 7, 10-diethynylfluoranthene (3) in the gas phase gives corannulene (2), the smallest bowl-shaped polycyclic hydrocarbon fragment of C60 with fullerene-like curvature. Bromocorannulene (10) and 1, 6-dibromocorannulene (9) have also been obtained from flash pyrolysis of 7, 10-bis (2, 2-dibromovinyl) fluoranthene (8). Short, practical syntheses of several corannulene precursors from acenaphthenequinone are described ...