Substituent effects on the rate constants for the photo-claisen rearrangement of allyl aryl ethers

…, JA Pincock, R Stefanova

Index: Pincock, Alexandra L.; Pincock, James A.; Stefanova, Roumiana Journal of the American Chemical Society, 2002 , vol. 124, # 33 p. 9768 - 9778

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Citation Number: 39

Abstract

The photochemistry of 11 substituted allyl 4-X-and 3-X-aryl ethers 3 (ArOCH2-CH CH2) has been examined in both methanol and cyclohexane as solvents. The ethers react by the photo-Claisen rearrangement to give allyl substituted phenols as the major primary photoproducts, as expected from the well-established radical pair mechanism. The excited singlet state properties (absorption spectra, fluorescence spectra, fluorescence quantum ...