Reactions of cyclo-octatetraene and its derivatives. Part V. Addition of bromotrichloromethane, carbon tetrachloride, and thiophenol to tricyclo[4.2.2.02,5]deca-3,7-diene-9,10-dicarboxylic anhydride

Abstract

The free radical addition of bromotrichloromethane and carbon tetrachloride to tricyclo[4.2.2.0^2,5]deca-3,7-diene-9,10-dicarboxylic anhydride (I) results in trans-addition to the cyclobutene double bond. The structures (VIa) and (VIb) proposed for the products are based on n.m.r. studies of the adducts and various related compounds; by analogy structure (VIc) is suggested for the thiophenol adduct.