Design, characterization, and use of N,N-diethyl-N-sulfoethanaminium hydrogen sulfate {[Et3N-SO3H]HSO4} as a novel and highly efficient catalyst for preparation of α,α′-bis(arylidene)cycloalkanones

被引:4
|
作者
Ahmadi, Salimeh [1 ]
Zare, Abdolkarim [1 ]
Aali-Hosaini, Mina [1 ]
Maghsoudi, Maryam [1 ]
Izadpanah, Shadi [1 ]
Parhami, Abolfath [1 ]
Merajoddin, Maria [1 ]
机构
[1] Payame Noor Univ, Dept Chem, POB 19395-3697, Tehran, Iran
关键词
Protic acidic ionic liquid; N; N-Diethyl-N-sulfoethanaminium hydrogen sulfate {[Et3N-SO3H]HSO4}; alpha; '-Bis(arylidene)cycloalkanone; Cross-aldol condensation; Solvent-free; CROSS-ALDOL CONDENSATION; ACIDIC IONIC LIQUIDS; IN-SITU GENERATION; SULFONIC-ACID; ALPHA; ALPHA'-BIS(SUBSTITUTED-BENZYLIDENE); CYCLOALKANONES; BIS(BENZYLIDENE)CYCLOALKANONES; 1-AMIDOALKYL-2-NAPHTHOLS; KETONES;
D O I
10.1007/s11164-016-2458-2
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The aim of this work is to introduce a novel and attractive protic acidic ionic liquid as catalyst for organic synthesis. To achieve this aim, N,N-diethyl-N-sulfoethanaminium hydrogen sulfate {[Et3N-SO3H]HSO4} was prepared by reaction of NEt3 with ClSO3H and then with H2SO4. The novel acidic ionic liquid was identified by Fourier-transform infrared (FT-IR), H-1 nuclear magnetic resonance (NMR), C-13 NMR, and mass spectroscopies. Its catalytic activity was then examined in the cross-aldol condensation reaction of arylaldehydes with cycloalkanones under solvent-free conditions, obtaining a, alpha'-bis(arylidene)cycloalkanones in high yield after short reaction time.
引用
收藏
页码:6245 / 6253
页数:9
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