Hideaki Tanaka, S. Takamuku, H. Sakurai
Mar 1, 1979
Citations
0
Influential Citations
6
Citations
Journal
Bulletin of the Chemical Society of Japan
Abstract
The photochemical trans-cis isomerization of methyl 3-(1- and 2-naphthyl)acrylate (1Me and 2Me) and the intramolecular (2+2) cycloaddition of ethylene bis[3-(1- and 2-naphthyl)acrylates] (1E and 2E) have been studied in cyclohexane and methanol. The quantum yield of the trans-cis isomerization of 2Me and 2E in methanol was larger than that in cyclohexane, while the yield of the cyclization of 2E showed the reverse. The isomerization is thought to occur via the triplet state, while the cyclization is via the singlet excited state. The triplet yield of 2Me in the polar solvent has been estimated to be larger than in nonpolar solvent. The cyclization of 1E was much slower than that of 2E, and the quantum yield of the reaction of 1Me and 1E did not appreciably depends on the polarity of the solvent.