Expeditious Synthesis of Contorted Hexabenzocoronenes

Contorted hexabenzocoronenes (HBCs) have been synthesized in an expedited manner utilizing a double Barton-Kellogg olefination reaction and a subsequent Scholl cyclization. The scope of both transformations was investigated using a series of pentacene quinones and double olefin precursors. The utili...

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Veröffentlicht in:Organic letters 2009-06, Vol.11 (11), p.2225-2228
Hauptverfasser: Plunkett, Kyle N, Godula, Kamil, Nuckolls, Colin, Tremblay, Noah, Whalley, Adam C, Xiao, Shengxiong
Format: Artikel
Sprache:eng
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Zusammenfassung:Contorted hexabenzocoronenes (HBCs) have been synthesized in an expedited manner utilizing a double Barton-Kellogg olefination reaction and a subsequent Scholl cyclization. The scope of both transformations was investigated using a series of pentacene quinones and double olefin precursors. The utility of these reactions to help create functionalized and oligomeric HBCs in a rapid manner is demonstrated.
ISSN:1523-7060
1523-7052
DOI:10.1021/ol9001834