Benzo[a]acecorannulene: surprising formation of a new bowl-shaped aromatic hydrocarbon from an attempted synthesis of 1,2-diazadibenzo[d,m]corannulene

Vikki M Tsefrikas; Steve Arns; Patrick M Merner; C Chad Warford; Bradley L Merner; Lawrence T Scott; Graham J Bodwell

doi:10.1021/ol061554v

Benzo[a]acecorannulene: surprising formation of a new bowl-shaped aromatic hydrocarbon from an attempted synthesis of 1,2-diazadibenzo[d,m]corannulene

Org Lett. 2006 Nov 9;8(23):5195-8. doi: 10.1021/ol061554v.

Authors

Vikki M Tsefrikas¹, Steve Arns, Patrick M Merner, C Chad Warford, Bradley L Merner, Lawrence T Scott, Graham J Bodwell

Affiliation

¹ Department of Chemistry, Memorial University of Newfoundland, St. John's, Newfoundland, Canada AlB 3X7.

PMID: 17078676
DOI: 10.1021/ol061554v

Abstract

[Structure: see text] Flash vacuum pyrolysis of 7,10-bis(2-bromophenyl)acenaphtho[1,2-d]pyridazine (C26H14Br2N2) has resulted in a surprising transformation, including dinitrogen loss, to give benzo[a]acecorannulene, a novel C26H12 bowl-shaped fullerene fragment.