Mannich reaction using acidic ionic liquids as catalysts and solvents

Mannich reaction using acidic ionic liquids as catalysts and solvents
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DOI:
10.1039/b309700p
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发表时间:
2004-01
期刊:
影响因子:
9.8
通讯作者:
Guoying Zhao;T. Jiang;Hai-jun Gao;B. Han;Jun Huang;Donghai Sun
Guoying Zhao;T. Jiang;Hai-jun Gao;B. Han;Jun Huang;Donghai Sun
中科院分区:
化学1区
文献类型:
--
作者:
Guoying Zhao;T. Jiang;Hai-jun Gao;B. Han;Jun Huang;Donghai Sun

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合成了几种Bronsted酸性离子液体,并成功地用作醛、胺、酮三组分Mannich反应的溶剂和催化剂。所使用的布朗斯台德酸性离子液体包括1-丁基-3-甲基咪唑鎓硫酸氢盐([Bmim]+[HSO 4]-)、1-丁基-3-甲基咪唑鎓磷酸二氢盐([Bmim]+[H2 PO 4]-)、1-甲基咪唑鎓对甲苯磺酸([Hmim]+Tsa-)和1-甲基咪唑鎓三氟乙酸([Hmim]+Tfa-)。与其他Bronsted酸性离子液体相比,在[Hmim]+Tfa−存在下获得更高的产率。[Hmim]+Tfa−重复使用四次,活性没有明显损失。
Several Bronsted acidic ionic liquids were synthesized and successfully used as solvents and catalysts of three-component Mannich reactions of aldehdyes, amines, and ketones at 25 °C. The used Bronsted acidic ionic liquids include l-butyl-3-methylimidazolium hydrogen sulfate ([Bmim]+[HSO4]−), l-butyl-3-methylimidazolium dihydrogen phosphate ([Bmim]+[H2PO4]−), 1-methylimidazolium p-toluenesulfonic acid ([Hmim]+Tsa−) and 1-methylimidazolium trifluoroacetic acid ([Hmim]+Tfa−). Higher yields were obtained in the presence of [Hmim]+Tfa− in comparison with other Bronsted acidic ionic liquids. The [Hmim]+Tfa− was reused four times without considerable loss of activity.