Comparisons of photo-Fries rearrangements of 4-dodecylphenyl phenylacetate and two structurally related esters in hexane and polyethylene cages. How important are anchoring chains?

被引:3
作者
Luo, CP [1 ]
Passin, P [1 ]
Weiss, RG [1 ]
机构
[1] Georgetown Univ, Dept Chem, Washington, DC 20057 USA
关键词
D O I
10.1562/2005-05-26-RA-546
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
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.
引用
收藏
页码:163 / 170
页数:8
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