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Synthesis of New Multifunctionalized Ionic Liquids and Their Application in Heck Reaction of Synthesizing Allyl Alcohols |
SUN Li, TAO Rong-shao, HU Wei-ya, PEI Wen |
College of Chemical Engineering and Materials, Zhejiang University of Technology, Hangzhou 310014, China |
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Abstract Six new amide-multifunctionalized ionic liquids(2a~2c,3a~3c) were obtained by ion exchange of KPF-6 with 1-methyimidazole(or imidazole) and N-aryl-3-chlorobutanamide. The conversion and regioselectivities were investigated by the Heck reaction of 2-bromo-6-methoxynaphthylene with allyl alcohol using 2 or 3 as the medium. The results showed that the conversion and regioselectivities in 3 was better than in 2. Substituted aryl allyl alcohols were synthesized with high yields(85%~89%) and regioselectivities(>99%) by Heck reaction of haloaryl compounds with allyl alcohol, using 3c as the medium and palladium acetate as the catalyst. The structures were characterized by 1H NMR, 13C NMR, IR, EI-MS and elemental analysis.
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Received: 30 October 2014
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