Functionalised ionic liquids: synthesis of ionic liquids with tethered basic groups and their use in Heck and Knoevenagel reactions

被引:70
作者
Forsyth, Stewart A. [1 ]
Froehlich, Ute [1 ]
Goodrich, Peter [1 ]
Gunaratne, H. Q. Nimal [1 ]
Hardacre, Christopher [1 ]
McKeown, Angela [1 ]
Seddon, Kenneth R. [1 ]
机构
[1] Queens Univ Belfast, QUILL, Belfast BT9 5AG, Antrim, North Ireland
基金
英国工程与自然科学研究理事会;
关键词
LIQUID/LIQUID EXTRACTION; SUPPORTED SYNTHESIS; OLEFIN METATHESIS; EFFICIENT; CATALYST; SOLVENTS; STRATEGY; CARBENE; LACTATE; CARBON;
D O I
10.1039/b9nj00729f
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A simple and efficient synthesis of a novel series of ionic liquids bearing nucleophilic (Me2N) and non-nucleophilic base ((Pr2N)-Pr-i) functionalities is described. The non-nucleophilic base functionality resembles the structure of the Hunig's base (N, N-diisopropylethylamine), which has been used widely in organic synthesis. A qualitative measure of the basicity of these ionic liquids is presented by utilising their interaction with universal indicator. The basicity of these ionic liquids was found to be dependent on the amine tether and choice of linker between the two nitrogen centres. The relative base strength of these ionic liquids was also probed by using them as catalysts in the Heck and Knoevenagel reactions.
引用
收藏
页码:723 / 731
页数:9
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