Rotational isomerism in fluorene derivatives. XV. Conformational equilibria of 2-substituted and 2,7-disubstituted 9-(2'-dimethylaminophenyl)fluorene derivatives and the effects of acid on them.
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概要
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Several 9-(2′-dimethylaminophenyl)-9-fluorenols (<B>2</B>) and 9-(2′-dimethylaminophenyl)fluorenes (<B>3</B>), which had electron-attracting or electron-releasing groups at 2- or 2,7-positions of the fluorene ring, were synthesized. The conformational equilibria (anti\rightleftarrowssyn) of <B>2</B> and <B>3</B> in CDCl<SUB>3</SUB> lay near to their syn sides. However, the equilibria of <B>2</B> in DMSO-<I>d</I><SUB>6</SUB> inclined to the anti side. By the addition of trifluoroacetic acid to the solution of <B>3</B> in CDCl<SUB>3</SUB>, <I>anti</I>-<B>3</B> salts were formed and stabilized by the N–H···π interaction between the dimethylammonio group and the fluorene ring. In this case, the intensities of the N–H···π interaction were affected by the magnitudes of the π-electron density of the fluorene ring.
- 公益社団法人 日本化学会の論文
著者
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Kajigaeshi Shoji
Department Of Applied Chemistry And Chemical Engineering Faculty Of Engineering Yamaguchi University
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Fujisaki Shizuo
Department Industrial Chemistry
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Nishida Akiko
Department Of Anesthesiology Gunma University School Of Medicine
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Takeshita Makoto
Department of Industrial Chemistry, Faculty of Engineering, Yamaguchi University
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Kawano Nobuaki
Department of Industrial Chemistry, Faculty of Engineering, Yamaguchi University
関連論文
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