N,N’-Dialkylimidazolium Dimethyl Phosphates – Promising Media and Catalysts at the Same Time for Condensation Reactions
S. Brica, L. Freimane, L. Kulikovska, A. Zicmanis
Chemical Science International Journal · pp. 1–9 · Published 22 Jun 2017
10.9734/CSJI/2017/34482Abstract
The objective of the current work is the elaboration of an alternative method for synthesis of N,N’-dialkylimidazolium dimethyl phosphates – ionic liquids useful both as media and catalysts for condensation reactions in organic synthesis. The proposed method consists of alkylation of 1-substituted imidazoles with 1-alkyl chlorides in a closed steel cylinder followed by treating of obtained imidazolium chlorides with trimethyl phosphate. Data of qualitative analyses made by 1H NMR, quantitative analysis made by potentiometric titration, and thermal stability measured by thermogravimetry of these elaborated advanced materials are presented. Two successful examples of their use in the Knoevenagel condensation reactions are demonstrated.
References (16)
- 1 Room-Temperature Ionic Liquids: Solvents for Synthesis and Catalysis. 2 [DOI]
- 2 Ionic Liquids in Synthesis [DOI]
- 3 Ionic Liquids in Synthesis [DOI]
- 4 Ionic liquids and catalysis: Recent progress from knowledge to applications [DOI]
- 5 Fluoride ion as a base in organic synthesis [DOI]
- 6 Direct conversion of glucose to 5-(hydroxymethyl)furfural in ionic liquids with lanthanide catalysts [DOI]
- 7 Imidazolium dialkylphosphates—a class of versatile, halogen-free and hydrolytically stable ionic liquids [DOI]
- 8 Knoevenagel Reaction in [MMIm][MSO4]: Synthesis of Coumarins [DOI]
- 9 Halogen-free synthesis of symmetrical 1,3-dialkylimidazolium ionic liquids using non-enolisable starting materials [DOI]
- 10 Organic Reactions in Ionic Liquids: Knoevenagel Condensation Catalyzed by Ethylenediammonium Diacetate [DOI]
- 11 Dialkylimidazolium dimethyl phosphates as solvents and catalysts for the Knoevenagel condensation reaction [DOI]
- 12 One-pot conversion of alkyl aldehydes into substituted propanoic acids via Knoevenagel condensation with Meldrum’s acid [DOI]
- 13 When Chlorides are the Most Reactive: A Simple Route towards Diverse Mono- and Dicationic Dimethyl Phosphate Ionic Liquids [DOI]
- 14 Studying of the Basicity of Ionic Liquids by Potentiometric Titration [DOI]
- 15 Organic Reactions in Ionic Liquids: Knoevenagel Condensation Catalyzed by Ethylenediammonium Diacetate. [DOI]
- 16 Designing highly efficient solvents for the Knoevenagel condensation: two novel dicationic dimethyl phosphate ionic liquids [DOI]
Cited by 49
Charles M. Rubert Pérez, Rachel L. Pride, Benjamin Y. Killam · 2022
Rūta Ozola-Davidāne, J. Burlakovs, T. Tamm · 2021
Hannah A. Adekale, A. Alessi, Mohammed A. Arsalanuddin · 2021
O. Howard, S. Jurkowski, Charlie W. Kriebel · 2021
Christian D. Etnyre, Carlos S. Font, Azxiel Frutos · 2021
Christian Ibarra, Andy N. La, Victoria Orban · 2021
Mahmoud D. Awadallah, Izza A. Awan, G. Carlino · 2021
Emma J. Clajus, Natalie Cote, Y. Garcia · 2021
Martin S. Wasilewski, Grant W. Boyson, Georgina N. Canavesio · 2021
Faisal M. Zeidan A., B. Asilturk, Fasman Dr · 2021
Showing 29 of 49 known citations — external sources report more than can currently be individually listed.
Related research
- Exploration of the Divergent Outcomes for the Nenitzescu Reaction of Piperazinone Enaminoesters — shares topic coverage
- Synthesis of New 4-(dimethylamino)benzhydrazide Derivatives and Their Cyclization to 1,3-benzothiazin-4-one Moiety — shares topic coverage
- Condensation Reactions of Methyl Derivatives of Quinoxaline-1,4-Dioxide with 4,4'-Biphenyl Carboxaldehyde — shares topic coverage
- Synthesis and Characterization of Bioactive Schiff Base Ligand Derived from 2-hydroxy-1-napthaldehyde and 4-aminobenzonitrile and its Co(II), Ni(II) and Cu(II) Complexes — shares topic coverage
- Newly Developed Epoxy-Polyol and Epoxy-Polyurethane From Renewable Resources — shares topic coverage
Article metrics
Real usage data collected on this platform.
98
Page views
0
PDF downloads
18
Outbound clicks
49
Citations
Views over time
Views by country
Approximate, from request IP at view time — not citizenship or institution. Countries with fewer than 5 views are grouped as "Other".
Traffic sources
Referring site, by host.
Views and downloads exclude known bots/crawlers. Citations combines this platform's own DOI-resolved index with each external source's own reported total — see Cited by above for individually listed citing works. Last refreshed 0 seconds ago.