45947-75-9Relevant academic research and scientific papers
A CAUTIONARY COMMENT ON A RECENT COMMUNICATION ENTITLED "A MEASURE OF CHARGE TRANSFER (ρ) VERSUS A MEASURE OF BOND TIGHTNESS (ρij) IN THE TRANSITION STATE"
King, J. F.,Skonieczny, S.
, p. 5001 - 5004 (1987)
We present evidence that the reaction of anilines with ArCH2SO2Cl and ArCH2SO2F goes mainly via the sulfene (ArCH=SO2) and is not a simple nucleophilic displacement at sulfur, as was assumed in the above paper by I.Lee and H.K.Kang (Tetrahedron Lett. 28, 1183 (1987)), and hence that their conclusions about the interpretation of ρ and ρXY values are unfounded.
Nucleophilic Substitution at Sulphur. Part 3. The Alkaline Hydrolysis of Some Cyclic and Open-chain Sulphonate Esters
Laleh, Ahmed,Ranson, Richard,Tillett, John G.
, p. 610 - 615 (2007/10/02)
The rates of alkaline hydrolysis of a number of aryl cyclic and open-chain sulphonate esters have been studied at various temperatures.The enthalpies and entropies of activation have been determined.The difference in reactivity between the five-membered sultone and other cyclic and open-chain analogues is shown to arise from a combination of both enthalpy and entropy strain.The detailed mechanism of alkaline hydrolysis of sulphonate esters and the cause of ring strain in sultones are discussed in some detail.
