The effect of ethylenediamine and diethylenetriamine derivatives(CD-3-en and CD-3-dien, respectively) of β-cyclodextrin on the hydrolysis of organic esters such as m-nitrophenyl acetate,p-nitrophenyl acetate, fenitroxon, and methyl paraoxon was examined at pH 11 and 25℃.
The cleavage of these esters was a㏄elerated by CD-3-en and CD-3-dien. Each reaction proceeds via the prior formation of an inclusion complex, followed by the nucleophilic attack of the terminal amino group of CD-3-en or CD-3-dien on the reaction site of the included substrate.
On the basis of the observed equilibrium and kinetic parameters involved in the reaction processes, the relation between the catalytic effect and the position of the teminal amino group in CD-3-en and CD-3-dien was discussed.