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Benzoic acid and substituted benzoic acids are produced in photooxygenation of 1-aryl-1-trimethylsilyloxy-1-propene(1)sensitized by 9,10-dicyanoanthracene(DCA)in acetonitrile.Anelectron transfer mechanism is proposed in which superoxide ion(O)combines with cation radicalof 1 to form a dioxetane(2)which cleaves to form trimethylsilylbenzoate(3)and then 3 is convertedto benzoic acids by hydrolysis.
Benzoic acid and substituted benzoic acids are produced in photooxygenation of 1-aryl-1-trimethylsilyloxy-1-propene (1) sensitized by 9,10-dicyanoanthracene (DCA) combines with cation radical of 1 to form a dioxetane (2) which cleaves to form trimethylsilylbenzoate (3) and then 3 is converted to benzoic acids by hydrolysis.