NMR spectroscopic study of the conformational preference of methoxycarbonyl and methyl substituted thiophenecarbaldehydes. Possibility of a hydrogen-bond-like interaction between formyl C-H and the ester carbonyl group.
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概要
- 論文の詳細を見る
The predominance of planar C–H/O=C approached conformations in methyl 3-formyl-2-, 2-formyl-3-, and 4-formyl-3-thiophenecarboxylates was shown experimentally by the chemical shifts of the formyl protons, the unusually large <SUP>1</SUP><I>J</I><SUB>CH</SUB> values of the formyl groups, and their infrared C–H and C=O absorptions. The stability of the C–H/O=C approached conformation was attributed to the hydrogen-bond-like interaction between the two groups. The considerably large positive bond population between non-bonded H/O and the additional charge separation indicated by the MNDO calculations supported the presence of the intramolecular hydrogen bond.
- 公益社団法人 日本化学会の論文
著者
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Abe Kazuhisa
Department of Applied Chemistry, Faculty of Engineering, Yokohama National University
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Satonaka Hajime
Industrial Research Institute of Kanagawa Prefecture
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Hirota Minoru
Deparment of Synthetic Chemistry, Division of Materials Science and Chemical Engineering, Faculty of Engineering, Yokohama National University
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