ISSN print edition: 0366-6352 ISSN electronic edition: 1336-9075 Registr. No.: MK SR 9/7 Published monthly

Photochemical isomerization of 2-alkyl-2-phenyl-1,3-indanediones to E-disubstituted and Z-disubstituted methylenephthalides

P. Hrnčiar, A. Gáplovský, V. Drgoncová, and J. Donovalová

Department of Organic Chemistry, Faculty of Natural Sciences, Komenský University, CS-842 15 Bratislava

Abstract: Photochemical isomerization of 2-R-2-phenyl-1,3-indanediones (R = CH₅CH₂,CH₃CH₂,CH₃) to corresponding E- and Z-isomers of disubstituted methylenephthalides revealed that the nature of R affects both the proportion of E- and Z-isomers of phthalides and the yield of isomerization, but has no significant influence on quantum yields. Attempted isomerization of the formed phthalides to the parent derivatives of 1,3-indanedione met with failure.

Full paper in Portable Document Format: 405a649.pdf

Chemical Papers 40 (5) 649–654 (1986)