Allyl‐Functionalised Ionic Liquids: Synthesis,Characterisation, and Reactivity |
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Authors: | Dongbin Zhao Zhaofu Fei TilmannJ Geldbach Rosario Scopelliti Gbor Laurenczy PaulJ Dyson |
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Institution: | Dongbin Zhao,Zhaofu Fei,Tilmann J. Geldbach,Rosario Scopelliti,Gábor Laurenczy,Paul J. Dyson |
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Abstract: | The two known Me‐ and allyl‐substituted 1H‐imidazol‐3‐ium bromides 1 and 2 , respectively, were converted to the corresponding BF and BPh salts 3 – 6 (Scheme 1). Compounds 3 and 4 were liquids at ambient temperature. Reaction of 1 or 2 with PdCl2] afforded the corresponding 2 : 1 imidazolium/metal complexes 7 and 8 . The latter complex, melting at 58°, can be regarded as a ‘true’ ionic liquid. Attempts to polymerise 7 by radical promotion (AIBN) were unsuccessful, but resulted in the centrosymmetric 2 : 1 complex 9 . The allyl group of 1 could be arylated (giving rise to 10 ) or hydrogenated (at 100 bar H2 pressure). The solid‐state structures of compounds 5 – 7 and 9 were solved by means of single‐crystal X‐ray analyses (Figs. 1–4). |
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