MOLECULAR RECOGNITION OF ALKYL-AMINES AND ARYLALKYL-AMINES IN DICHLOROMETHANE AND CHLOROFORM BY CALIX[4]-CROWN ETHERS

被引：24

作者：

JUNG, YE ^{[1
]}

SONG, BM ^{[1
]}

CHANG, SK ^{[1
]}

机构：

[1] CHUNG ANG UNIV,DEPT CHEM,SEOUL 156756,SOUTH KOREA

来源：

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2 | 1995年 / 11期

关键词：

D O I：

10.1039/p29950002031

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The calix[4]-crown-6 ether 2 exhibited pronounced molecular recognition properties toward alkylamines. -Delta G degrees values obtained for the solvent extraction of alkylamines into dichloromethane by compound 2 ranged up to 9.7 kcal mol(-1). This binding strength generally decreased with the increasing size of the alkyl chain of the ammonium guests. H-1 NMR titrations of compound 2 with alkyl- or arylalkyl-ammonium guests in CDCl3 revealed that the primary binding site is the central part of the crown moiety. Host 2 exhibited. much larger discrimination than the dibenzo-18-crown-6 ether, favouring linear over other isomeric amines. Transport selectivity between butyl- and tert-butyl-ammonium guests was found to be greater than a 70-fold excess, as assessed by the competitive transport through chloroform liquid membrane.

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页码：2031 / 2034

页数：4

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