Corannulene. A Three-Step Synthesis1

Corannulene. A Three-Step Synthesis1

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...

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Veröffentlicht in:Journal of the American Chemical Society 1997-11, Vol.119 (45), p.10963-10968
Hauptverfasser: Scott, Lawrence T, Cheng, Pei-Chao, Hashemi, Mohammed M, Bratcher, Matthew S, Meyer, Dayton T, Warren, Hope B
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container_end_page 10968
container_issue 45
container_start_page 10963
container_title Journal of the American Chemical Society
container_volume 119
creator Scott, Lawrence T
Cheng, Pei-Chao
Hashemi, Mohammed M
Bratcher, Matthew S
Meyer, Dayton T
Warren, Hope B
description 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 which have made corannulene available in gram quantities.
doi_str_mv 10.1021/ja972019g
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