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tert-Alcohol-functionalized imidazolium ionic liquid: catalyst for mild nucleophilic substitution reactions at room temperature |
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| Authors: | Sandip S Shinde Hyung Min Chi Byoung Se Lee |
| Institution: | a Department of Chemistry, Inha University, 253 Yonghyundong Namgu, Inchon 402-751, Republic of Korea b Research Institute of Labeling, FutureChem Co., Ltd, 388-1 Pungnap-2-dong Songpagu, Seoul 138-736, Republic of Korea c Department of Chemistry, Sogang University, 1 Shinsudong Mapogu, Seoul 121-742, Republic of Korea |
| Abstract: | Encouraged by a synergistic effect on nucleophilic fluorination, an imidazolium mesylate salt (1a) possessing two different solvent properties in one molecule—tert-alcohol and ionic liquid was utilized in various nucleophilic substitution reactions. By a comparison study with 1-n-butyl-3-methylimidazolium ionic liquids, 1a has proved to be a better phase transfer catalyst even under room temperature conditions. It was successfully applied to other nucleophilic substitution reactions such as fluorination, chlorination, bromination, iodination, acetoxylation, azidation, and cyanation. |
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