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KMID : 0613820100200121906
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Journal of Life Science
2010 Volume.20 No. 12 p.1906 ~ p.1909
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Acid and Nucleophile Catalysed Hydrolyses of Benzenesulfinamides
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Lee Jong-Pal
Cho Young-Su
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Abstract
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Acid and halide ion catalyses for the hydrolysis of benzenesulfinamides were kinetically investigated. The rates of hydrolysis increased with increasing concentration of both acid and halide ions and also showed to speed up as the electron donating ability of the benzenesulfinyl moiety and the electron withdrawing ability in the leaving group increased. The reactivity of halide ions was in the order of Br->Cl-. The reaction mechanism may be accommodated by including a hypervalent intermediate and sulfonium cation.
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KEYWORD
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Hydrolysis reaction, hypervalent intermediate, tri-coordinated sulfur compound
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