Photolysis of Dibenzyl Ketones Adsorbed on Zeolite Molecular Sieves. Correlation of Observed Cage Effects with Carbonyl 13C Enrichment Efficiencies

Article abstract of DOI:10.1021/ja00289a022

The photolysis of 3-(4-methylphenyl)-1-phenyl-2-propanone (1) (4-MeDBK) and 1,3-diphenyl-2-propanone-13C2 (2') (DBK-13C) has been carried out on several commonly available zeolites.Dramatic changes in product distributions for 4-MeDBK (1) photolysis were observed on the several zeolites.Percent cage effects were calculated and rationalized in terms of molecular mobility of photogenerated benzyl radicals in the void volumes of zeolites.Percent cage effects correlate well with 13C-enrichment efficiencies for DBK-13C photolysis on these zeolites and, with the yield of a DBK isomer (PMAP); the para-coupling product of the primary geminate radical pair (Figure 3) in the photolysis of DBK-13C.