Effects of Ion and Protic Solvent on Nucleophilic Aromatic Substitution (SNAr) Reactions

Bulletin of the Korean chemical society

Sungyul Lee¹  Sungwoo Park¹ 

关键词: Ion;    Protic solvents;    SNAr;   

DOI  :  

学科分类：化学（综合）

来源: Korean Chemical Society

【 摘 要 】

We investigate the mechanism of SNAr fluorination reactions under the influence of protic solvents and ions. We find that counterion or protic solvent alone retards the SNAr reactions, but together they may promote the reaction. In this mechanism, the protic solvent acts on the counterion as a Lewis base, and the nucleophile reacts as an ion pair. We also show that an anion (mesylate) may exhibit catalytic effects, suggesting the role of ionic liquids for accelerating the SNAr reactions.

【 授权许可】

Unknown