Modification of photochemical reactivity by cyclodextrin complexalion: product selectivity in photo-fries rearrangement

MS Syamala, BN Rao, V Ramamurthy

Index: Syamala, M. S.; Rao, B. Nageswer; Ramamurthy, V. Tetrahedron, 1988 , vol. 44, # 23 p. 7234 - 7242

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Citation Number: 38

Abstract

Cyclodextrin encapsulation, both in the solid state and in aqueous solution brings about a remarkable regulation of the photo-Fries rearrangement of phenyl esters and anilides. In comparison to the nonselective mixture of ortho and para-rearranged isomers along with the deacylated product obtained in organic solvents, the solid β-cyclodextrin complexes of unsubstituted esters and anilides show a remarkable 'ortho-selectivity'. An impressive ...