Photo-Rearrangements in a Micellar Environment
Aryl esters and amides, solubilized in aqueous SDS, underwent rearrangement on photolysis giving ortho and para migration products. Only one of the possible ortho isomers, whenever two isomeric products are possible, is obtained in preference to the para isomer. Cage and polarity effects were attributed to this selectivity. SDS solubilized ionyl compounds also showed selectivity in their photoreactions. Thus, while a major reaction of lower homologues such as B-ionyl compounds was found to be 1,5 sigmatropic H-migration, longer homologues such as retinal exhibited cis, transphotoisomerization only. The polarity of micellar interface has been suggested to be responsible for the observed data.
KeywordsSurfactant Migration Cage Recombination Amide
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