CYCLODEXTRIN COMPLEXES OF SUBSTITUTED PERBENZOIC AND BENZOIC-ACIDS AND THEIR CONJUGATE BASES - FREE-ENERGY RELATIONSHIPS SHOW THE INTERACTION OF POLAR AND STERIC FACTORS

被引:29
作者
DAVIES, DM
SAVAGE, JR
机构
[1] Department of Chemical and Life Sciences, University of Northumbria at Newcastle, Newcastle upon Tyne
来源
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2 | 1994年 / 07期
关键词
D O I
10.1039/p29940001525
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The stability constants of the complexes of alpha-cyclodextrin and 4-methyl-, 4-nitro-, 4-sulfonato- and 3-chloro-substituted perbenzoic acids, perbenzoates and benzoates, but not benzoic acids, show linear free energy relationships. In contrast to alpha-cyclodextrin, the stability constants of the beta-cyclodextrin complexes of perbenzoic acid and benzoic acids do show the same trend. The stability constants are discussed in terms of the orientation of the guest species in the cyclodextrin cavity.
引用
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页码:1525 / 1530
页数:6
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