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Photo-Fries rearrangements of 1-naphthyl (R)-2-phenylpropanoate in poly(vinyl acetate) and ethyl acetate: influence of medium polarity and polymer relaxation on motions of singlet radical pairs Anais da ABC (AABC)
Xu,Jinqi; George,Mathew; Weiss,Richard G..
Both the regio- and stereo-chemistries of the photoreactions of 1-naphthyl (R)-2-phenylpropanoate have been investigated in poly(vinyl acetate) films in their glassy (at 5ºC) and melted (at 50ºC) states and in ethyl acetate. These results are compared with those from irradiations in polyethylene films and in n-hexane. The regioselectivity of the intermediate 1-naphthoxy/(R)-2-phenylpropanoyl radical pair combinations is much higher in both the melt and glassy states of poly(vinyl acetate) films than that in the melt state of completely amorphous polyethylene films, but the stereoselectivity of intermediate prochiral 1-naphthoxy/1-phenylethyl radical pair combinations is much lower in poly(vinyl acetate). The results emphasize the need to control the ratio...
Tipo: Info:eu-repo/semantics/article Palavras-chave: Radical pair; Stereoselectivity; Polymer relaxation; Photo-Fries.
Ano: 2006 URL: http://www.scielo.br/scielo.php?script=sci_arttext&pid=S0001-37652006000100005
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