THE ADDITION OF 2,4-DINITROBENZENESULFENYL CHLORIDE TO SOME ALKYL-SUBSTITUTED VINYLFERROCENES

Article abstract of DOI:10.1016/S0022-328X(00)86831-X

The addition of 2,4-dinitrobenzenesulfenyl chloride to alkyl-substituted vinylferrocenes has been investigated in CH2Cl2, 1,1,2,2-tetrachloroethane and acetic acid solutions.Product analyses were carried out by VPC and PMR techniques and reaction rates measured by a spectrophotometric method.The orientation appears to be determined by the structural features of the intermediate episulfonium ion rather than by the site of the primary attack of the electrophile on the starting substrate.A comparison with the results previously obtained with the methoxymercuration reaction has a bearing on the mechanism of the latter reaction.