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1 January 2006 Comparisons of Photo-Fries Rearrangements of 4-Dodecylphenyl Phenylacetate and Two Structurally Related Esters in Hexane and Polyethylene Cages. How Important Are Anchoring Chains?
Chuping Luo, Philippe Passin, Richard G. Weiss
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Abstract

Photo-Fries rearrangements of 4-dodecylphenyl phenylacetate have been investigated in polyethylene films with 0–71% crystallinity and in hexane over a range of temperatures. The results are compared to those reported previously from phenyl phenylacetate and 1-naphthyl tetradecanoate to assess the influence of a long alkyl chain on the in-cage motions of the intermediate singlet radical pairs. It is demonstrated that the reactivity and selectivity of intimate singlet radical pairs can be tuned by judicious placement of long-chain substituents and selection of a specific polyethylene type as the reaction matrix.

Chuping Luo, Philippe Passin, and Richard G. Weiss "Comparisons of Photo-Fries Rearrangements of 4-Dodecylphenyl Phenylacetate and Two Structurally Related Esters in Hexane and Polyethylene Cages. How Important Are Anchoring Chains?," Photochemistry and Photobiology 82(1), 163-170, (1 January 2006). https://doi.org/10.1562/2005-05-26-RA-546
Received: 26 May 2005; Accepted: 20 July 2005; Published: 1 January 2006
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