DFT analysis of the nucleophilicity of substituted pyridines and prediction of new molecules having nucleophilic character stronger than 4-pyrrolidino pyridine

Journal of Chemical Sciences

Kaustavmoni Deka¹  Prodeep Phukan1¹ 

[1] Department of Chemistry, Gauhati University, Guwahati 781 014, Assam, India$$

关键词: Density functional theory;    nucleophilicity;    organo-catalyst;    pyridine.;   

DOI  :  

来源: Indian Academy of Sciences

【 摘 要 】

Some commonly used 3-substituted, 4-substituted and 3,4,5-substituted pyridines were examined using DFT to predict the nucleophilicity behavior based on four different methods known in the literature. HOMO-LUMO energy calculations were done using DFT/B3LYP/6-311G+(d,p) level of theory. To establish the most suitable nucleophilicity scale for all the ranges of pyridines covered herein, either Hammett substituent constant (𝜎) or experimental nucleophilicity values were computed. On the basis of this study, some new 4-substituted pyridines with enhanced nucleophilicity have been proposed. Nucleophilic behaviour of a few predicted molecules was found to be better than that of 4-pyrrolidino pyridine.

【 授权许可】

Unknown