Experimental and Theoretical Investigation of One‐pot Synthesis of 2‐Amino‐4H‐chromenes Catalyzed by Basic‐functionalized Ionic Liquids
Experimental and Theoretical Investigation of One‐pot Synthesis of 2‐Amino‐4H‐chromenes Catalyzed by Basic‐functionalized Ionic Liquids
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DOI：
10.1002/cjoc.201200181
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发表时间：
2012-08
影响因子：
5.4
通讯作者：
Yuanyuan Wang;Yuetong Wu;Y. Wang;L. Dai
中科院分区：
文献类型：
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作者：
Yuanyuan Wang;Yuetong Wu;Y. Wang;L. Dai
报道了水杨醛与两种不同的CH酸在一系列碱功能化离子液体催化下三组分缩合生成2-氨基- 4h -铬的高效、环保反应过程。通过密度泛函理论（DFT）计算，首次提出了最可能的反应途径。[Bmim]OH的正离子和阴离子对反应均有协同作用。[Bmim]+通过分子间氢键增加水杨醛的亲电性，而OH−通过剥夺两个CH酸的质子来增强它们的亲核能力。
An efficient and environmentally benign procedure for the reactions of three components condensation of salicylaldehyde and two different CH acids to give 2-amino-4H-chromenes catalyzed by a series of basic-functionalized ionic liquids was reported. The most possible reaction pathway was proposed for the first time by performing density functional theory (DFT) calculations. Both cation and anion of [Bmim]OH have a cooperative effect on the reaction. [Bmim]+ increases the electrophilicity of salicylaldehyde via intermolecular hydrogen bonds, while OH− deprives proton of two CH acids to strengthen their nucleophilic ability.