Literature DB >> 19170624

A modular synthesis of highly substituted imidazolium salts.

Keiichi Hirano1, Slawomir Urban, Congyang Wang, Frank Glorius.   

Abstract

A versatile and modular one-pot method for the preparation of differently substituted symmetrical and unsymmetrical imidazolium salts is reported, and 19 examples are given. In the key step, readily available formamidines and alpha-halo ketones are coupled to give imidazolinium salts 3, followed by imidazolium salt formation by acylation-induced elimination. For many substitution patterns of the imidazolium salt products, this efficient strategy compares favorably with well-known processes in terms of yield, ease of synthesis, and robustness.

Entities:  

Year:  2009        PMID: 19170624     DOI: 10.1021/ol8029609

Source DB:  PubMed          Journal:  Org Lett        ISSN: 1523-7052            Impact factor:   6.005


  6 in total

1.  Linear and T-Shaped Iron(I) Complexes Supported by N-Heterocyclic Carbene Ligands: Synthesis and Structure Characterization.

Authors:  Zhenwu Ouyang; Jingzhen Du; Lei Wang; Jared L Kneebone; Michael L Neidig; Liang Deng
Journal:  Inorg Chem       Date:  2015-08-14       Impact factor: 5.165

2.  Ru-Based Z-Selective Metathesis Catalysts with Modified Cyclometalated Carbene Ligands.

Authors:  Sarah M Bronner; Myles B Herbert; Paresma R Patel; Vanessa M Marx; Robert H Grubbs
Journal:  Chem Sci       Date:  2014-10       Impact factor: 9.825

3.  N-triazinyl derivatives of 1- and 9-aminoanthracene: synthesis and photo-physical properties.

Authors:  Hana Přichystalová; Numan Almonasy; Miloš Nepraš; Filip Bureš; Miroslav Dvořák; Martin Michl; Jiři Cermák; Ladislav Burgert
Journal:  J Fluoresc       Date:  2013-01-18       Impact factor: 2.217

Review 4.  Flexible design of ionic liquids for membrane interactions.

Authors:  Lena Rakers; Frank Glorius
Journal:  Biophys Rev       Date:  2018-03-16

5.  N,N-Bis-(2,6-di-methyl-phen-yl)-N-hydroxyformamidine N,N'-bis-(2,6-dimethyl-phen-yl)-N-oxidoformamidinium dichloro-methane solvate.

Authors:  Mihaela Cibian; Sofia Derossi; Garry S Hanan
Journal:  Acta Crystallogr Sect E Struct Rep Online       Date:  2009-09-19

6.  Synthesis and Vibrational Circular Dichroism Analysis of N-Heterocyclic Carbene Precursors Containing Remote Chirality Centers.

Authors:  Zita Szabó; Attila Paczal; Tibor Kovács; Attila Mándi; Andras Kotschy; Tibor Kurtán
Journal:  Int J Mol Sci       Date:  2022-03-23       Impact factor: 5.923

  6 in total

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