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Experimental and Theoretical Investigation of One‐pot Synthesis of 2‐Amino‐4 H ‐chromenes Catalyzed by Basic‐functionalized Ionic Liquids
Author(s) -
Wang Yuanyuan,
Wu Yuetong,
Wang Yu,
Dai Liyi
Publication year - 2012
Publication title -
chinese journal of chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.28
H-Index - 41
eISSN - 1614-7065
pISSN - 1001-604X
DOI - 10.1002/cjoc.201200181
Subject(s) - chemistry , salicylaldehyde , ionic liquid , catalysis , nucleophile , hydrogen bond , electrophile , intermolecular force , condensation , condensation reaction , combinatorial chemistry , density functional theory , computational chemistry , proton , molecule , organic chemistry , stereochemistry , schiff base , physics , quantum mechanics , thermodynamics
An efficient and environmentally benign procedure for the reactions of three components condensation of salicylaldehyde and two different CH acids to give 2‐amino‐4 H ‐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.
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