Ion pairing of radical ions of aromatic alkenes and alkynes studied by pulse radiolysis.
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概要
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Pulse radiolysis of 1,2-dichloroethane solutions of <I>trans</I>,<I>trans</I>-1,4-bis(2-phenylethenyl)benzene and 1,4-bis(2-phenylethynyl)benzene was undertaken in the presence of Bu<SUB>4</SUB>NPF<SUB>6</SUB> (Bu=butyl) to investigate the effect of ion pairing of the solute radical cations with PF<SUB>6</SUB><SUP>−</SUP>. It was also undertaken for the tetrahydrofuran solutions of the above compounds in the presence of Bu<SUB>4</SUB>NPF<SUB>6</SUB> and NaBPh<SUB>4</SUB>, where the solute radical anions are generated and form ion pairs with Bu<SUB>4</SUB>N<SUP>+</SUP> and Na<SUP>+</SUP>. The decay of the radical ions, which is due to neutralization, is retarded by the ion pairing. The rate constants for the neutralization reactions in the free-ion and ion-paired states were determined. Also presented are the data for the radical ions of <I>trans</I>-stilbene, diphenylacetylene, <I>trans</I>,<I>trans</I>-1,4-diphenyl-1,3-butadiene, and diphenylbutadiyne. The radical ions of the aromatic alkynes are less stabilized by the ion pairing than those of the aromatic alkenes having the same carbon skeletons probably because of more extensive charge delocalization of the former radical ions. Spectral shifts to shorter wavelengths caused by the ion pairing are appreciable for the radical anions. Dependence of the spectral shifts on the size of the radical anions is described.
- 公益社団法人 日本化学会の論文
著者
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Yamamoto Yukio
The Institute Of Scientific And Industrial Research Osaka University
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Hayashi Koichiro
The Institute of Scientific and Industrial Research, Osaka University
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Yamamoto Satoshi
The Institute of Scientific and Industrial Research, Osaka University
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