Reaction of 2,6-di-tert-butylcyclohexadienone carbene with thiophenes

Conclusions The reaction of 2,6-di-tert-butylcyclohexadienone carbene with thiophene leads to an opening of the thiophene ring, and to the formation of the substituted 2,5-dihydrothiophene in the case of the halo derivatives of thiophene.Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 4, pp. 846–850, April, 1973.     

CIDNP of 13C and 1H nuclei in the reactions of cyclohexadienone carbenes

Thermal decomposition of 4-diazo-2,6-di-tert-butyl-2, 5-cyclohexadien-1-one in perhalogenated solvents has been investigated. The decomposition reaction proceeds via a carbene intermediate first to a singlet and then to an effectively triplet free encounter radical pair formed in a halogen abstraction reaction. The polarisation of the stable reaction product is determined by competing processes in the primary cage, intersystem crossing and escape from the cage.