Remarkable Product Selectivity During Photo-Fries and Photo-Claisen Rearrangements within Zeolites

摘要

Shape selectivity consists in often subtle matching of size and shape of reactaflts, transition states, and/or products with the size and shape of pores, cages, and pore volumes of the intracrystalline zeolite phase. We provide below examples of how this feature can be a useful tool in controlling product distribution in a photochemical reaction. The reactions we have chosen to investigate are photo-Fries rearrangement of phenyl acetate and phenyl benzoate and photo-Claisen rearrangement of allyl phenyl ether (Scheme 1). We have chosen these reactions for the following reasons: (a) These reactions have been extensively investigated in isotropic solution media. (b) Attempts have been made earlier to control product distribution within various ordered media with varied success.