通过1 H NMR光谱分别检测到1-羟基-2-氯甲基-1,3-二氧戊环(4)和1-羟基-2-二氯甲基-1,3-二氧戊环(5)的中间体乙腈水溶液中的氯亚甲基-1,3-二氧戊环和2-二氯亚甲基-1,3-二氧戊环。通过紫外光谱研究了将(4)和(5)分解为乙二醇单氯乙酸酯和单二氯乙酸酯的动力学,并评估了k H +,k HO-和k H 2 O的值。结果发现,引入chlorosubstituents成2-羟基-2-甲基-1,3-二氧戊环引起的降低ķ ħ +中和增加ķ ħ2 O - k H 2 O的分解几乎没有变化。讨论了这些反应的机理。当下
Functionalized Ozonides by Substitution Reactions of Chlorinated Ozonides with Difunctional Alcohols
作者:Karl Griesbaum、Ralf-Olaf Quinkert
DOI:10.1002/jlac.199719971225
日期:1997.12
of 3-chloro-3,5-bis(chloromethyl)-5-methyl-1,2,4-trioxolane (3) with allyl alcohol gave the corresponding diastereomeric allyloxy-substituted ozonides 4, which were converted into diozonides 7 by ozone treatment. Substitutions of 3 with ethanediol or with 1,3-propanediol gave the corresponding hydroxyalkoxy-substituted ozonides 8, 14, which were oxidized to the corresponding aldehydes 10, 16. Reaction