Padmanabhan J, Parthasarathi R, Subramanian V, Chattaraj P K
Chemical Laboratory, Central Leather Research Institute, Adyar, Chennai 600 020, India.
J Phys Chem A. 2006 Mar 2;110(8):2739-45. doi: 10.1021/jp056630a.
We present a comprehensive analysis to probe the effect of solvation on the reactivity of the complete series of chlorobenzenes through the conceptual density functional theory (DFT)-based global and local descriptors. We propose a multiphilic descriptor in this study to explore the nature of attack at a particular site in a molecule. It is defined as the difference between nucleophilic and electrophilic condensed philicity functions. This descriptor is capable of explaining both the nucleophilicity and electrophilicity of the given atomic sites in the molecule simultaneously. The predictive ability of this descriptor is tested on the complete series of chlorobenzenes in gas and solvent media. A structure-toxicity analysis of these entire sets of chlorobenzenes toward aquatic organisms demonstrates the importance of the electrophilicity index in the prediction of the reactivity/toxicity.
我们通过基于概念密度泛函理论（DFT）的全局和局部描述符，进行了一项全面分析，以探究溶剂化对全系列氯苯反应活性的影响。在本研究中，我们提出了一种多亲性描述符，以探索分子中特定位点的进攻性质。它被定义为亲核凝聚亲性函数与亲电凝聚亲性函数之差。该描述符能够同时解释分子中给定原子位点的亲核性和亲电性。在气相和溶剂介质中，对全系列氯苯测试了该描述符的预测能力。对这些氯苯对水生生物的结构-毒性分析表明，亲电指数在预测反应活性/毒性方面具有重要意义。
