R. Srinivasan
JACS
Irradiation of a solution of cyclobutene in acetone gives rise to tricyclo[4.2.0.02,5]octane, 5-methyl-4-hexenal, and cyclobutylacetone as the major products. Quantum yields for the formation of these products have been obtained at 2537 and 3130 A as a function of the concentration of cyclobutene. It is believed that 5-methyl-4-hexenal is formed through the addition of an excited acetone molecule to cyclobutene to give an oxetane which subsequently decomposes to this product. The irradiation of acetone and 1-methylcyclobutene gives 6-methyl-5-hepten-2-one in a similar fashion. Cyclobutylacetone is probably formed by a free-radical reaction that is photo-mitiated. The formation of all three of the products is quenched by the presence of even a trace of biacetyl. It is estimated that for every collision of a triplet acetone with a cyclobutene that gives an oxetane, there are 11 collisions which result in energy transfer to give a triplet cyclobutene. © 1966, American Chemical Society. All rights reserved.
R. Srinivasan
JACS
R. Srinivasan
JACS
R. Srinivasan, John C. Powers Jr.
The Journal of Chemical Physics
R. Srinivasan
Am. Chem. Soc., Div. Pet. Chem., Prepr.