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Photochemical reactivity of para-aminobenzophenone in polar and non-polar solvents

✍ Scribed by Nagwa Ghoneim; Alberto Monbelli; Denis Pilloud; Paul Suppan

Publisher
Elsevier Science
Year
1996
Tongue
English
Weight
348 KB
Volume
94
Category
Article
ISSN
1010-6030

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✦ Synopsis

In non-polar cyclohexane solution, para-aminobenzophenone (PAB) has a triplet yield of 0.82 and a reaction quantum yield of 0.21 towards hydrogen abstraction. In polar N,N-dimethylformamide (DMF), the triplet yield is 0.1, but the reaction quantum yield is below 10-5; other reactive benzophenones are photoreduced efficiently in the same solvent. This difference in photoreactivity is related to the nature of the lowest triplet excited state, which is n-rr* (reactive) in non-polar solvents but of "charge transfer" (CT) type in polar media. In polar, protic solvents, such as ethanol, the triplet yield is very low as a result of quenching of the CT singlet excited state by proton transfer.

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