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Synthesis of pyrazine-bridged diimidazolium salts and their application in palladium catalyzed Heck-type coupling reactions

Jahnke, M. C., Hussain, M., Hupka, F., Pape, T., Ali, S., Hahn, F. E. and Cavell, Kingsley John 2009. Synthesis of pyrazine-bridged diimidazolium salts and their application in palladium catalyzed Heck-type coupling reactions. Tetrahedron 65 (4) , pp. 909-913. 10.1016/j.tet.2008.11.008

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Abstract

Reaction of imidazole derivatives with 2,3-di(bromomethyl)pyrazine results in the formation of the new pyrazine-bridged diimidazolium salts 1–8. These salts proved to be valuable precursors for dinuclear complexes with mixed NHC/pyrazine ligands. Two of the pyrazine-bridged diimidazolium salts 3·H2O and 8·2H2O have been characterized by X-ray diffraction. Furthermore, the first catalytic studies with mixtures of palladium acetate and the imidazolium salts have been carried out. The in situ prepared palladium complexes derived from the diimidazolium salts 1–8 exhibit a modest catalytic activity in Heck-type coupling reactions between 4-bromo benzaldehyde and styrene or n-butyl acrylate.

Item Type: Article
Date Type: Publication
Status: Published
Schools: Chemistry
Cardiff Catalysis Institute (CCI)
Subjects: Q Science > QD Chemistry
Uncontrolled Keywords: Imidazolium salts; Pyrazine; N-Heterocyclic carbene; Catalysis
Publisher: Elsevier
ISSN: 0040-4020
Last Modified: 19 Mar 2016 22:09
URI: http://orca.cf.ac.uk/id/eprint/6012

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