Effect of β-cyclodextrin on the hydrolysis of trifluoroacetate esters

被引：19

作者：

Fernández, MA ^{[1
]}

de Rossi, RH ^{[1
]}

Cervelló, E ^{[1
]}

Jaime, C ^{[1
]}

机构：

[1] Univ Nacl Cordoba, Dept Quim Organ, Fac Ciencias Quim, Inst Invest Fis Quim Cordoba, RA-5000 Cordoba, Argentina

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2001年 / 66卷 / 12期

关键词：

D O I：

10.1021/jo001691k

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The hydrolysis of p-F, p-Cl, and m-Cl phenyl trifluoracetates was studied in the presence of beta -cyclodextrin (beta -CD) The reactions are inhibited by beta -CD at pH 6 while they are catalyzed in alkaline solution. MM3 calculations reproduce some of the experimental results. The substrates form inclusion complexes with beta -CD which are of similar stability as those of the corresponding acetates; however, the association of the transition state is less favorable in these reactions than in those of the acetates, and consequently less stronger catalysis is observed.

引用

页码：4399 / 4404

页数：6

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