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Literature DB >> 12170807

Unexpected side reactions of imidazolium-based ionic liquids in the base-catalysed Baylis-Hillman reaction.

Varinder K Aggarwal¹, Ingo Emme, Andrea Mereu.

Abstract

Low yields are obtained when the Baylis-Hillman reaction is conducted in the presence of an imidazolium-based ionic liquid due to direct addition of the deprotonated imidazolium salt to the aldehyde. Ionic liquids are evidently not inert.

Entities: Chemical

Year: 2002 PMID： 12170807 DOI： 10.1039/b203079a

Source DB: PubMed Journal: Chem Commun (Camb) ISSN： 1359-7345 Impact factor: 6.222

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Cited

9 in total

1. Charge-tagged N-heterocyclic carbenes (NHC): Direct transfer from ionic liquid solutions and long-lived nature in the gas phase.

Authors: Thyago S Rodrigues; Denis Lesage; Wender A da Silva; Richard B Cole; Günter Ebeling; Jaïrton Dupont; Heibbe C B de Oliveira; Marcos N Eberlin; Brenno A D Neto
Journal: J Am Soc Mass Spectrom Date: 2017-04-07 Impact factor: 3.109

2. Amino acid ionic liquids as catalysts in a solvent-free Morita-Baylis-Hillman reaction.

Authors: Mathias Prado Pereira; Rafaela de Souza Martins; Marcone Augusto Leal de Oliveira; Fernanda Irene Bombonato
Journal: RSC Adv Date: 2018-07-02 Impact factor: 4.036

3. Remarkable influence of microwave heating on Morita-baylis-Hillman reaction in PEG-200.

Authors: A Aravind; Sanil George; Santhosh Kumar
Journal: Chem Cent J Date: 2012-04-11 Impact factor: 4.215

Review 4. Ionic liquids: a brief history.

Authors: Tom Welton
Journal: Biophys Rev Date: 2018-04-26

9. Selective synthesis of formamides, 1,2-bis(N-heterocyclic)ethanes and methylamines from cyclic amines and CO₂/H₂ catalyzed by an ionic liquid-Pd/C system.

Authors: Ruipeng Li; Yanfei Zhao; Huan Wang; Junfeng Xiang; Yunyan Wu; Bo Yu; Buxing Han; Zhimin Liu
Journal: Chem Sci Date: 2019-09-03 Impact factor: 9.825

9 in total

Unexpected side reactions of imidazolium-based ionic liquids in the base-catalysed Baylis-Hillman reaction.

1. Charge-tagged N-heterocyclic carbenes (NHC): Direct transfer from ionic liquid solutions and long-lived nature in the gas phase.

2. Amino acid ionic liquids as catalysts in a solvent-free Morita-Baylis-Hillman reaction.

3. Remarkable influence of microwave heating on Morita-baylis-Hillman reaction in PEG-200.

Review 4. Ionic liquids: a brief history.

5. An unexpected reaction between 5-hydroxymethylfurfural and imidazolium-based ionic liquids at high temperatures.

6. Efficient Sustainable Tool for Monitoring Chemical Reactions and Structure Determination in Ionic Liquids by ESI-MS.

7. A facile route to C2-substituted imidazolium ionic liquids.

Review 8. On the chemical stabilities of ionic liquids.

9. Selective synthesis of formamides, 1,2-bis(N-heterocyclic)ethanes and methylamines from cyclic amines and CO₂/H₂ catalyzed by an ionic liquid-Pd/C system.