Molecular recognition of alkyl- and arylakyl-amines in dischloromethane and chloroform by calix[4]-crown ethers
- Authors
- Jung, Yeon Eui; Song, Byeung Mun; Chang, Suk-Kyu
- Issue Date
- Nov-1995
- Publisher
- ROYAL SOC CHEMISTRY
- Citation
- JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2, no.11, pp 2031 - 2034
- Pages
- 4
- Journal Title
- JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2
- Number
- 11
- Start Page
- 2031
- End Page
- 2034
- URI
- https://scholarworks.bwise.kr/cau/handle/2019.sw.cau/43662
- DOI
- 10.1039/p29950002031
- ISSN
- 0300-9580
- Abstract
- 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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