Reactions of 2-(p-methoxyphenyl)-1, 3-dithiolan-2-yl cation with water and other nucleophiles in aqueous solution

T Okuyama, W Fujiwara, T Fueno

文献索引：Okuyama, Tadashi; Fujiwara, Wataru; Fueno, Takayuki Journal of the American Chemical Society, 1984 , vol. 106, # 3 p. 657 - 662

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被引用次数: 12

摘要

Abstract: 2-(p-Methoxyphenyl)-1, 3-dithiolan-2-yl cation (1) was isolated as a perchlorate and its reaction with water was examined kinetically in 10% aqueous acetonitrile at 30 OC. Hydration of 1 to form a 2-hydroxydithiolane intermediate 2 is rate determining at pH> 6, but the decomposition of 2 to lead to a thiolesterproduct becomes a slow step at pH< 3. At intermediate pH near the pK,(4.1) of 1, both of the steps become partially rate determining. ...