Polymers containing imidazole groups as nanoreactors for hydrolysis of esters

Luciano A. Giusti; Michelle Medeiros; Natasha Londero Ferreira; José R. Mora; Haidi D. Fiedler

doi:10.1002/poc.3263

Polymers containing imidazole groups as nanoreactors for hydrolysis of esters

Luciano A. Giusti, Michelle Medeiros, Natasha Londero Ferreira, José R. Mora, Haidi D. Fiedler

Federal University of Santa Catarina

Producción científica: Contribución a una revista › Artículo › revisión exhaustiva

22 Citas (Scopus)

Resumen

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 10⁷-fold.

Idioma original	Inglés
Páginas (desde-hasta)	297-302
Número de páginas	6
Publicación	Journal of Physical Organic Chemistry
Volumen	27
N.º	4
DOI	https://doi.org/10.1002/poc.3263
Estado	Publicada - abr. 2014
Publicado de forma externa	Sí

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title = "Polymers containing imidazole groups as nanoreactors for hydrolysis of esters",

abstract = "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 107-fold.",

keywords = "carboxylate esters, catalysis, hydrolysis, phosphate esters, polymers",

author = "Giusti, {Luciano A.} and Michelle Medeiros and Ferreira, {Natasha Londero} and Mora, {Jos{\'e} R.} and Fiedler, {Haidi D.}",

year = "2014",

month = apr,

doi = "10.1002/poc.3263",

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volume = "27",

pages = "297--302",

journal = "Journal of Physical Organic Chemistry",

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T1 - Polymers containing imidazole groups as nanoreactors for hydrolysis of esters

AU - Giusti, Luciano A.

AU - Medeiros, Michelle

AU - Ferreira, Natasha Londero

AU - Mora, José R.

AU - Fiedler, Haidi D.

PY - 2014/4

Y1 - 2014/4

N2 - 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 107-fold.

AB - 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 107-fold.

KW - carboxylate esters

KW - catalysis

KW - hydrolysis

KW - phosphate esters

KW - polymers

UR - http://www.scopus.com/inward/record.url?scp=84897914099&partnerID=8YFLogxK

U2 - 10.1002/poc.3263

DO - 10.1002/poc.3263

M3 - Artículo

AN - SCOPUS:84897914099

SN - 0894-3230

VL - 27

SP - 297

EP - 302

JO - Journal of Physical Organic Chemistry

JF - Journal of Physical Organic Chemistry

IS - 4

ER -

Polymers containing imidazole groups as nanoreactors for hydrolysis of esters

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