74912-70-2Relevant academic research and scientific papers
Addition of arenesulphenyl chlorides to 2-methylenebicyclohept-5-ene: effect of increasing electron demand upon the rate and product determining transition states
Garratt, Dennis G.,Beaulieu, Pierre L.,Morisset, Veronique M.
, p. 1021 - 1029 (2007/10/02)
The rates and products of addition of a series of sixteen arenesulphenyl chlorides to 2-methylenebicyclohept-5-ene, 7, and the E,Z isomeric 2-ethylidenebicyclohept-5-enes, 8, and 9, have been determined in methylene chloride solution.The major species from attack on 7 is always endo-3-arylthio-1-chloromethyltricyclo2,6>heptane, the product of exo attack upon the endocyclic double bond with homoallylic participation of the exocyclic Π system.No evidence was found for initial electrophilic attack upon the exocyclic double bond.
