title: Perfect switching of photoreactivity by acid: photochemical decarboxylation versus transesterification of mesityl cyclohexanecarboxylate
abstract: 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.
authors.affiliation: Department of Molecular Chemistry, Osaka University, 2-1 Yamada-oka, Suita 565-0871, Japan, and Inoue Photochirogenesis Project, ERATO, JST, 4-6-3 Kamishinden, Toyonaka 565-0085, Japan.
authors.initials: T
authors.lastname: Mori
authors.initials: T
authors.lastname: Wada
authors.initials: Y
authors.lastname: Inoue