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...

Ausführliche Beschreibung

Gespeichert in:
Bibliographische Detailangaben
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
Format: Artikel
Sprache:eng
Online-Zugang:Volltext
Tags: Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
Beschreibung
Zusammenfassung: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.
ISSN:0002-7863
1520-5126
DOI:10.1021/ja972019g