Addition of dibromocarbene to cyclobutene: characterisation and mechanism of formation of the products

Algi F., Hokelek T., Balci M.

JOURNAL OF CHEMICAL RESEARCH, no.10, pp.658-660, 2004 (SCI-Expanded) identifier identifier

  • Publication Type: Article / Article
  • Publication Date: 2004
  • Journal Name: JOURNAL OF CHEMICAL RESEARCH
  • Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Page Numbers: pp.658-660
  • Middle East Technical University Affiliated: No

Abstract

Cyclobutene reacted with dibromocarbene in solution to give 1,5-dibromocyclopent-1-ene (9), 1,2,6, 6-tetrabromobicyclo[3.1.0]hexane (10), and 1,2,3,6-tetrabromocyclohex-1-ene (11), in a ratio of 1:4:8, respectively. Compounds 10 and 11 were found to be formed from a second carbene addition and rearrangement under the given reaction conditions.