Spiro-λ 4-sulfanes with a N–S IV–O axial bond system. A kinetic study on the mechanism of hydrolysis

…, F Ruff, I Kapovits, D Szabó, Á Kucsman

Index: Vass, Elemer; Ruff, Ferenc; Kapovits, Istvan; Szabo, Denes; Kucsman, Arpad Journal of the Chemical Society. Perkin Transactions 2, 1997 , # 10 p. 2061 - 2068

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Abstract

Kinetics of the hydrolysis of diaryl (acylamino)(acyloxy) spiro-λ4-sulfanes (2a–e, 3–5) leading to sulfoxides have been studied under pseudo-first-order conditions in dioxane– water mixtures or aqueous buffer solutions. A sulfonium-carboxylate-type dipolar structure of the starting spiro-λ4-sulfanes is supported by IR spectroscopic data. Solvent polarity and ionic strength have no significant influence on the rate of hydrolysis of compounds 2a and ...