Investigating Variation of the Pnicogen Nucleophilic Heteroatom on Ionic Liquid Solvent Effects in Bimolecular Nucleophilic Substitution Processes

被引:1
|
作者
McHale, Karin S. Schaffarczyk [1 ]
Haines, Ronald S. [1 ]
Harper, Jason B. [1 ]
机构
[1] Univ New South Wales, UNSW Sydney, Sch Chem, Sydney, NSW 2052, Australia
来源
CHEMPLUSCHEM | 2019年 / 84卷 / 05期
基金
澳大利亚研究理事会;
关键词
ionic liquids; kinetics; nucleophilic substitution; pnicogens; solvent effects; DEVELOPING PRINCIPLES; DESIGNER SOLVENTS; CATION; STATE; MECHANISMS; REACTIVITY; KINETICS; OUTCOME;
D O I
10.1002/cplu.201900188
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A series of nucleophiles containing Group 15 nucleophilic heteroatoms has been used to expand and develop the current understanding of ionic liquid solvent effects on bimolecular nucleophilic substitution processes. It was found that when using arsenic-, antimony- and bismuth-based nucleophiles, rate constant enhancement was observed for all solvent compositions containing ionic liquids. This rate constant enhancement was driven by ionic liquid/transition state interactions, which contrasts with previous studies on earlier Group 15 nucleophiles. This study provides a holistic understanding and augments the predictive framework for the effects of ionic liquids on bimolecular nucleophilic substitution processes, with the potential for these periodic trends to be broadly applied.
引用
收藏
页码:534 / 539
页数:6
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