Attractive interactions between carbonyls and groups bearing lone-pair electrons in triptycene systems.
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概要
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Compounds which carry a methoxyl or a chloro group in 1-position and a substituted carbonylmethyl group in 9-position of the triptycene system have been prepared to examine populations of rotamers by <SUP>1</SUP>H NMR spectra. The methoxy compounds favored the ±<I>sc</I> conformations, whereas the <I>ap</I> conformations were relatively favored in the chloro compounds. The results indicate that there are attractive interactions between the carbonyls and a methoxyl or a chloro group and are discussed from the electron-accepting ability of the carbonyl group and the electron-donating ability of the methoxyl and the chloro groups. An aldehyde group was apparently less able to interact with electron-donors than a ketone. This apparent anomaly was discussed from the intramolecular dipolar interactions.
- 公益社団法人 日本化学会の論文
著者
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Yamamoto Gaku
Department Of Chemistry Faculty Of Science The University Of Tokyo
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Oki Michinori
Department Of Chemistry Faculty Of Science Okawama University Of Science
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Nakamura Nobuo
Department Of Cardiology Seiyu Memorial Hospital
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Izumi Giichi
Department of Chemistry, Faculty of Science, The University of Tokyo
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