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Communication | Special issue | Vol 7, No. 1, 1977, pp.61-66
Published online, 1st January, 1970
DOI: 10.3987/S-1977-01-0061
Flash Photolysis of α-Cyano-cis- and -trans-stilbene Oxide; Energy Profile of cis, trans Isomerization via Carbonyl Ylides

Rolf Huisgen,* Volker Morkowski, and Horst Hermann

*Institut für Organische Chemie, Universität München, Karlstrasse 23, D-80333 München, Germany


Flash photolysis of the title compounds in the matrix at -196 °C produces blue and red colors which disappear with half-reaction times of 5.0 and 0.25 sec. The colors are attributed to cis, trans isomeric carbonyl ylides which decay via thermal recyclization. An ensemble of kinetic data provides estimates of upper and lower bounds for the recyclization and rotational barriers of the carbonyl ylides at 129.6 °C.