Type II Photoelimination from α-Cycloalkylacetophenones and a Polystyrene-Bound Analogue

Article abstract of DOI:10.1021/ja00414a032

In order to evaluate the effects of polymer binding on photoreactivity and other photochemical properties, we have synthesized α-cyclohexyl-p-methylacetophenone (I), α-cyclopentylacetophenone (II), and an analogue bound to insoluble polystyrene beads (P-I).All undergo type II photoelimination and are effective in energy transfer to an added quencher, trans-stilbene.Quantitative comparisons show that the polymer binding has little effect upon the photoreactivity as long as the polymer is in a swelling solvent, such as pentane, which allows the necessary molecular flexibility.The efficiency of energy transfer is somewhat reduced upon polymer binding.