Highly brominated biphenylenes as precursors for the convenient synthesis of 5,6,18,10-tetrabromobenzocyclooctene
JOURNAL OF CHEMICAL RESEARCH, no.8, pp.545-549, 2004 (SCI-Expanded, Scopus)
- Publication Type: Article / Article
- Volume: Issue: 8
- Publication Date: 2004
- Journal Name: JOURNAL OF CHEMICAL RESEARCH
- Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus
- Page Numbers: pp.545-549
- Keywords: bromination, photobromination, biphenylene, [8]annulenes, benzocyclooctenes, crystal structures, RING COMPOUNDS, BENZOCYCLOBUTADIENE, BENZOCYCLOOCTENE, DERIVATIVES, PRODUCTS
- Hacettepe University Affiliated: Yes
Abstract
An efficient synthesis is described of hexabromides 5 and 6 by photobromination of biphenylene (1). Double dehydrobromination of hexabromides 5 and 6 with t-BuOK affords 5,6,8,10-tetrabromobenzocyclooctene (7) in nearly quantitative yield. The tetrabromide 7 is a valuable precursor for the preparation of functionalised substituted benzocyclooctenes (benzo[8]annulenes).