New application of crown ether. V. The effect of crown ethers on the acid-base interaction between 2,4,4',6-tetranitrodiphenylamine and primary amines in benzene.

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概要

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• The effect of crown ethers on the acid-base interaction of 2,4,4′,6-tetranitrodiphenylamine (HA, λ<SUB>max</SUB> 380 nm, p<I>K</I><SUB>a</SUB>=8.88 in water) with primary amines (RNH<SUB>2</SUB>) in benzene was investigated spectrophotometrically. Crown ethers assisted strongly the formation of association complexes, R\overset+NH<SUB>3</SUB>·crown ether·A<SUP>−</SUP>, which existed as a single chemical species (λ<SUB>max</SUB> 478 nm) assignable to "crown ether-separated ion pair." The effect of the steric factors of various primary amines on the equilibrium to form the association complex was discussed on the basis of the equilibrium constants and thermodynamic parameters of the systems involving 18-crown-6 and benzo-18-crown-6.

• 公益社団法人 日本化学会の論文

著者

• Wada Fumio

  Department Of Endocrinology Faculty Of Medicine Kagawa Medical University

• MATSUDA Tsutomu

  Department of Chemistry and Chemical Engineering, Faculty of Technology, Kanazawa University

• Kikukawa Kiyoshi

  Department Of Biological And Environmental Chemistry Kinki University

• Wada Yoshiko

  Department Of Molecular Pharmacology Kitasato University School Of Pharmaceutical Sciences

• Wada Yoshiko

  Department of Organic Synthesis, Faculty of Engineering, Kyushu University

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