Synthesis and alkali-cation complexing properties of 12-crown-4 derivatives.
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概要
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Benzyloxymethyl-12-crown-4, a precursor of hydroxymethyl-12-crown-4, is prepared in an excellent yield by the reaction of 3-benzyloxy-1,2-propanediol with 1,8-dichloro-3,6-dioxaoctane in the heterogeneous <I>t</I>-BuOLi/<I>t</I>-BuOH/LiBr·2H<SUB>2</SUB>O reaction system. The hydrogenolysis in the presence of <I>p</I>-toluenesulfonic acid leads to a good yield of hydroxymethyl-12-crown-4. The sandwich-type 2:1 complexation with Na<SUP>+</SUP> of 12-crown-4 and hydroxymethyl-12-crown-4 derivatives was discussed on the basis of the stability constants and the solvent extraction in the CH<SUB>2</SUB>Cl<SUB>2</SUB>–water system.
- 公益社団法人 日本化学会の論文
著者
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OKAHARA Mitsuo
Department of Applied Chemistry, Faculty of Engineering, Osaka University
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Miyazaki Takeshi
Department Of Materials Science And Technology Nagaoka University Of Technology
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Yanagida Shozo
Department of Applied Chemistry, Faculty of Engineering, Osaka University
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Itoh Akira
Department of Applied Chemistry, Faculty of Engineering, Osaka University
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Miyazaki Takeshi
Department of Applied Chemistry, Faculty of Engineering, Osaka University
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