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从α-亲核试剂到功能化聚集体:探索异羟肟酸根离子在胶束中对酯解反应的反应活性。

From α-nucleophiles to functionalized aggregates: exploring the reactivity of hydroxamate ion towards esterolytic reactions in micelles.

作者信息

Singh Namrata, Karpichev Yevgen, Sharma Rahul, Gupta Bhanushree, Sahu Arvind K, Satnami Manmohan L, Ghosh Kallol K

机构信息

School of Studies in Chemistry, Pt. Ravishankar Shukla University, Raipur (C.G), 492010, India.

出版信息

Org Biomol Chem. 2015 Mar 14;13(10):2827-48. doi: 10.1039/c4ob02067g.

DOI:10.1039/c4ob02067g
PMID:25597899
Abstract

Owing to the rising threats of neurotoxic organophosphosphorus compounds, facile and efficient decontamination systems are required. Since the last few decades, the search for promising α-nucleophiles for straightforward and eco-friendly decontamination reactions using α-nucleophiles has been considerably boosted up. Among these, hydroxamic acids have been widely studied due to their potential α-nucleophilicity towards carbon and phosphorus based esters. This account summarizes our research on α-nucleophilicity of hydroxamate ions in water and micelles towards esterolytic reactions. Efforts of our group in the last few years have been collectively judged and compared with the crucial findings of researchers in the relevant field. The present article sheds light on the rich chemistry of the hydroxamate ion as a perfect candidate to degrade organophosphorus esters (i.e. nerve agents, pesticides and their simulants) in water, in micelles of conventional surfactants, and in functionalized micelles. The current report also provides an insight into the possible nature and mechanisms of these reactions. A brief account of the biological activities of hydroxamic acids that have recently spurred research in medicine against some fatal diseases has been included.

摘要

由于神经毒性有机磷化合物的威胁不断增加,需要简便高效的去污系统。在过去几十年里,寻找有前景的α-亲核试剂用于使用α-亲核试剂进行直接且环保的去污反应得到了显著推动。其中,异羟肟酸因其对基于碳和磷的酯具有潜在的α-亲核性而受到广泛研究。本综述总结了我们关于异羟肟酸根离子在水和胶束中对酯解反应的α-亲核性的研究。我们团队过去几年的工作经过了综合评估,并与相关领域研究人员的关键发现进行了比较。本文揭示了异羟肟酸根离子丰富的化学性质,它是在水、传统表面活性剂胶束和功能化胶束中降解有机磷酸酯(即神经毒剂、农药及其模拟物)的理想候选物。本报告还深入探讨了这些反应可能的性质和机制。此外,还简要介绍了异羟肟酸最近在医学领域针对一些致命疾病激发研究的生物活性。

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