H/α-CN VERSUS H/β-CN RATE RATIOS IN THE SOLVOLYSIS OF SULFONATE ESTERS IN UNCONSTRAINED SYSTEMS. ADDITIONAL EVIDENCE FOR CONJUGATIVE STABILIZATION OF ATTACHED CARBOCATIONS BY THE CYANO MOIETY

Article abstract of DOI:10.1016/S0040-4039(01)90304-1

H/α-CN and H/β-CN rate ratios have been measured for the solvolysis of sulfonate esters of relatively simple, noncyclic aliphatic alcohols.The β-CN function was found to be far more rate retarding than the α-CN function.