Lithium alkylamide catalyzed addition reaction of alkylamine to vinyl monomers. II. Preparation and Q, e-values of new styrene derivative: (S)-N-.ALPHA.-methylbenzyl-3-vinylphenethylamine.
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概要
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The lithium alkylamide catalyzed addition reaction of α-methylbenzylamine with 1,3-divinylbenzene (<I>m</I>-DVB)was found to produce <I>N</I>-α-methylbenzyl-3-vinylphenethylamine (1:1 adduct) (<I>m</I>-MBVPA), which is a new styrene derivative, and 1,3-bis(<I>N</I>-α-phenethyl-2-aminoethyl)benzene (1:2 adduct). The specific rotation of (<I>S</I>)-<I>N</I>-α-methylbenzyl-3-vinylphenethylamine derived from the optically active (<I>S</I>)-α-methylbenzylamine with <I>m</I>-DVB was found to be [α]<SUB>D</SUB><SUP>6</SUP>=−62.2°(<I>c</I> 1.46, CH<SUB>3</SUB>OH). The higher reactivity of 1,4-divinylbenzene (<I>p</I>-DVB) compared to <I>m</I>-DVB in this addition reaction system is ascribable to a larger conjugation of <I>p</I>-DVB. The vinyl group of <I>m</I>-MBVPA has been found to show a higher reactivity compared to that in the adduct of MBA with <I>p</I>-DVB. The monomer reactivity ratios and <I>Q</I>,<I>e</I>-values obtained from the radical copolymerization of <I>m</I>-MBVPA (M<SUB>1</SUB>) and styrene (M<SUB>2</SUB>) were <I>r</I><SUB>1</SUB>=0.48, <I>r</I><SUB>2</SUB>=0.70; <I>Q</I><SUB>1</SUB>=0.62, and <I>e</I><SUB>1</SUB>=0.24.
- 公益社団法人 日本化学会の論文
著者
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Hamana Hiroshi
Department Of Applied Chemistry Faculty Of Engineering Saitama Institute Of Technology
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Narita Tadashi
Department Of Applied Chemistry Graduate School Of Engineering Saitama Institute Of Technology
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Hagiwara Tokio
Department of Enviromental Engineering, Saitama Institute of Technology
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Horiguchi Koichi
Department of Enviromental Engineering, Saitama Institute of Technology
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Hamana Hiroshi
Department of Enviromental Engineering, Saitama Institute of Technology
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