Comparative nucleophilic reactivities in phosphodiester cleavage

Moss, Robert A.; McKernan, Barbara A

doi:10.1016/s0040-4039(02)00777-3

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Cited by 3 publications

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“…A number of schemes have been studied to improve the hydrolysis of phosphoester and carboxylate esters, and these include the presence of enzymes, metals, metallomicelles and nanoparticles etc. [13][14][15][16][17]. Cationic micelles accelerate the rate of hydrolysis of such compounds via micellar catalysis [18][19][20][21].…”

Section: Introductionmentioning

confidence: 99%

Comparative study of nucleophilic efficacy of pralidoxime towards phosphorus, sulfur and thiophosphorus based esters

Tiwari

Ghosh

Marek³

et al. 2009

React Kinet Catal Lett

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Section: Introductionmentioning

confidence: 99%

Comparative study of nucleophilic efficacy of pralidoxime towards phosphorus, sulfur and thiophosphorus based esters

Tiwari

Ghosh

Marek³

et al. 2009

React Kinet Catal Lett

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Comparative nucleophilic reactivities in carboxylate, phosphinate, and thiophosphate esters cleavage

Ghosh

Bal

Kolay

et al. 2008

J of Physical Organic Chem

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Nucleophilic substitution reaction of p‐nitrophenyl acetate (PNPA), p‐nitrophenyldiphenyl phosphinate, and pesticide parathion with different α‐nucleophiles [I] have been studied at 27 °C in different pH in the presence of a novel cationic surfactant. The kinetic study was performed spectrophotometrically under pseudo‐first order conditions with the α‐nucleophile in excess. The pKa of nucleophiles have also been determined by kinetic method. In the presence of surfactant, the rate constant increased with increasing surfactant concentration up to a limiting value. This behavior has been analyzed in quantitative terms on the basis of pseudo‐phase model of micellar catalysis. Finally the nucleophilic reactivity of hydroxamate ions has been compared with other α‐nucleophiles, like oxime, hydroxybenzotriazole, and 2‐iodosobenzoic acid (IBA). The order of cleavage of electrophilic centers, that is, CO, PO, and PS have also been discussed. Copyright © 2008 John Wiley & Sons, Ltd.

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Nucleophilic substitution reaction of carboxylate and phosphate esters with hydroxamate ions in microemulsions

Ghosh

Satnami

2006

Colloids and Surfaces A: Physicochemical and Engineering Aspect

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Comparative nucleophilic reactivities in phosphodiester cleavage

Cited by 3 publications

References 27 publications

Comparative study of nucleophilic efficacy of pralidoxime towards phosphorus, sulfur and thiophosphorus based esters

Comparative study of nucleophilic efficacy of pralidoxime towards phosphorus, sulfur and thiophosphorus based esters

Comparative nucleophilic reactivities in carboxylate, phosphinate, and thiophosphate esters cleavage

Nucleophilic substitution reaction of carboxylate and phosphate esters with hydroxamate ions in microemulsions

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