Abstract
The 308 nm laser photochemistry of a series of substituted methyl-α-arylcinnamates has been studied in deoxygenated hexane and acetonitrile. Methyl- α-phenylcinnamate ( 1a) and derivatives that are p-substituted with electron withdrawing (chloro, 1b) or electron donating (methoxy, 1c) groups exhibited very similar photochemistry and spectroscopic properties, with the photostationary state (pss) composition ([E]/[Z]) being, on the average, 2.8 for these substances. By contrast the pss value for the o,o-dichloro substituted arylcinnamate ( 1d) was found to be only 0.5. This difference is discussed in terms of possible influences of the o,o-dichloro substituents on the excited state potential energy surface for arylcinnamate photoisomerization.
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