Perfect switching of photoreactivity by acid: photochemical decarboxylation versus transesterification of mesityl cyclohexanecarboxylate
Perfect switching of photoreactivity by acid: photochemical decarboxylation versus transesterification of mesityl cyclohexanecarboxylate
复制标题
酸对光反应性的完美切换：环己烷甲酸异丙叉酯的光化学脱羧与酯交换
作者：
Mori;Wada;Inoue
环己烷甲酸均三甲苯酯在 254 nm 激发下发生光脱羧，在中性乙腈溶液中以良好的收率形成环己基均三甲苯。然而，在催化量的酸和作为亲核试剂的乙醇存在下，相同的化合物在照射下容易发生酯交换反应，以几乎定量的产率提供其乙酯。
Mesityl cyclohexanecarboxylate has been photodecarboxylated upon excitation at 254 nm to form cyclohexylmesitylene in good yield in neutral acetonitrile solutions. In the presence of a catalytic amount of the acid and ethanol as a nucleophile, however, the same compound undergoes facile transesterification upon irradiation, affording its ethyl ester in almost quantitative yield.