Synthesis and Crystal Structures of 1-Alkoxy-3-alkylimidazolium Salts Including Ionic Liquids, 1-Alkylimidazole 3-oxides and 1-Alkylimidazole Perhydrates

Autor: Gerhard Laus, Gino Bentivoglio, Alexander Schwärzler, Gerhard Nauer, Günther K. Bonn, Michael Hummel, Holger Kopacka, Klaus Wurst, Elka Kristeva, Yuriy O. Andriyko, Volker Kahlenberg, Johannes Schütz, Herwig Schottenberger, Christoph Kreutz
Rok vydání: 2008
Předmět:
Zdroj: Scopus-Elsevier
ISSN: 1865-7117
0932-0776
Popis: Functionalized quaternary imidazolium salts were prepared with the intention to obtain new ionic liquids (ILs). Thus, more than forty 3-alkoxy-1-alkylimidazolium salts, 3-alkoxy-1-alkyl-2-methylimidazolium salts, 1-methylimidazole 3-oxide and 1,2-dimethylimidazole 3-oxide as well as their salts, 1,3-dihydroxyimidazolium salts and 1,3-dihydroxy-2-methylimidazolium salts were synthesized and characterized by spectroscopy and, to a limited extent, by viscosity and conductivity measurements. Results of fourteen single crystal X-ray structure determinations are reported, among them also the parent compounds 1-hydroxyimidazole 3-oxide and 1-hydroxy-2-methylimidazole 3- oxide. Selective debenzylation of 1-benzyloxy-3-methyl imidazolium salts and mono-demethoxylation of 1,3-dimethoxyimidazolium salts were achieved by hydrogenolysis. In addition, a crystalline semiperhydrate of 1,2-dimethylimidazole was characterized. Furthermore, an addition compound of 1-methylimidazole 3-oxide with tris(2-thienyl)borane and a silver carbene complex derived from 1-benzyloxy-3-methylimidazolium hexafluorophosphate was crystallized and characterized.
Databáze: OpenAIRE