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Polymers containing imidazole groups as nanoreactors for hydrolysis of esters
Author(s) -
Giusti Luciano A.,
Medeiros Michelle,
Ferreira Natasha Londero,
Mora José R.,
Fiedler Haidi D.
Publication year - 2014
Publication title -
journal of physical organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.325
H-Index - 66
eISSN - 1099-1395
pISSN - 0894-3230
DOI - 10.1002/poc.3263
Subject(s) - chemistry , nanoreactor , imidazole , hydrolysis , cooperativity , dephosphorylation , polymer , pyrrole , organic chemistry , catalysis , protecting group , functional polymers , thiophenol , combinatorial chemistry , polymer chemistry , polymerization , enzyme , biochemistry , alkyl , phosphatase
A polymer ( PAIM ) containing the functional groups imidazole and carboxylic acid acts as a nanoreactor to accelerate deacylation and dephosphorylation reactions. The synthesis was designed to position the two functional groups next to each other, allowing cooperativity. The catalytic efficiency of the polymer was evaluated for the hydrolytic cleavage of p‐nitrophenyl acetate ( PNPA ) and diethyl 2,4‐dinitrophenyl phosphate ( DEDNPP ). PAIM was both efficient and promiscuous, increasing the rates of all reactions up to 10 7 ‐fold. Copyright © 2014 John Wiley & Sons, Ltd.