I. Moritani, Shun’ich Murahashi, Kunio Yoshinaga
Jun 1, 1967
Citations
0
Influential Citations
21
Citations
Journal
Bulletin of the Chemical Society of Japan
Abstract
The photolysis of 5-diazo-10, 11-dihydro-5H-dibenzo[a, d]cycloheptene in cis-2-butene gave 5, 5′-bi(10, 11-dihydro-5H-dibenzo[a, d]cycloheptenyl) (81%), 10, 11-dihydro-5H-dibenzo[a, d]-cycloheptene (6%), and 10, 11-dihydro-5H-dibenzo[a, d]cyclohepten-5-one (6%). The ESR spectrum established the triplet ground state of this carbene. The absorption spectrum of this carbene was obtained successfully. These spectra are similar to that of diphenylmethylene. 5, 5-Dibromo-10, 11-dihydro-5H-dibenzo[a, d]cycloheptene was prepared by the bromination of the diazo compound at −30°C. The reaction of this dibromide with alkyllithium in the presence of olefin gave 5, 5′-bi(10, 11-dihydro-5H-dibenzo[a, d]cycloheptenylidene) and 5-alkyl-10, 11-dihydro-5H-dibenzo[a, d]cyclohepten-5-ol. No cyclopropane derivatives were obtained.