13C NMR chemical shifts and cationic reactivity of linear conjugated dienes.
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概要
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The chemical shifts of the C<SUB>1</SUB> and C<SUB>2</SUB> of <I>trans</I>-1-alkyl-1,3-butadienes were correlated with Taft's σ<SUP>*</SUP>, the proportionality constants being −35.9 and 12.3 ppm/σ<SUP>*</SUP>, respectively. The values 6.2 and −43.6 ppm/σ<SUP>*</SUP> were obtained for the C<SUB>1</SUB> and C<SUB>2</SUB> of 2-alkyl-1,3-butadienes, respectively. The observed chemical shifts of disubstituted butadienes roughly agreed with the values estimated from those of monosubstituted butadienes by means of additivity relationship. The cationic reactivity of linear conjugated dienes should be determined by the magnitude of the steric restriction of substituents and that of the stability of the resulting cation.
- 公益社団法人 日本化学会の論文
著者
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Takahashi Kensuke
Department Of Applied Chemistry Nagoya Institute Of Technology
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Asami Ryuzo
Department of Applied Chemistry, Nagoya Institute of Technology
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Hasegawa Kan-ichi
Department of Natural Science, Nagoya University of Arts
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Hasegawa Kan-ichi
Department of Synthetic Chemistry, Nagoya Institute of Technology
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