NMR studies of picolyl-type carbanions. VIII. Anions produced by reactions of alkyl-substituted pyridines with butyllithium.
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概要
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The <SUP>1</SUP>H and <SUP>13</SUP>C NMR spectra have been observed for the anions, produced from methyl-, ethyl-, and isopropylpyridines, in tetrahydrofuran (THF). Two kinds of anions are formed concomitantly by lithium-proton exchange and addition of butyllithium from 2-ethyl-, 2-isopropyl-, 4-methyl-, and 4-ethylpyridines. The former reaction tends to occur at the substituent bonded to the position adjacent to nitrogen, and the latter one occurs at the position adjacent to nitrogen without substituent. In the anions formed by the exchange from 2- and 4-ethylpyridines, a specific ring proton is coupled to the α-carbon, and, further, the <I>ortho</I>- or <I>meta</I>- protons (or -carbons) in the latter anion are nonequivalent respectively at room temperature. The α-carbons in these anions are virtually sp<SUP>2</SUP>-hybridized.
- 公益社団法人 日本化学会の論文
著者
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Saito Katsuhiro
Nagoya Inst. Of Technol. Nagoya Jpn
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Konishi Kazuyori
The Industrial Technology Center of Mie Prefecture
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Takahashi Kensuke
Nagoya Institute of Technology
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Saito Katsuhiro
Nagoya Institute of Technology
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Matsumoto Hiroshi
Nagoya Institute of Technology
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