Jason Cooke, Owen C. Lightbody
Experiments are described for the preparation of imidazolium chloride precursors to N-heterocyclic carbenes and their cyclopentadienyl nickel chloride derivatives. The syntheses have been optimized for second- and third-year undergraduate laboratories that have a maximum programmed length of three hours per week. The experiments are flexible and are readily adapted to a variety of laboratory schedules and student skill levels. The compounds can be characterized by 1H and 13C NMR spectroscopy, and the interesting challenges presented by the NMR spectroscopy of the 2,6-diisopropylphenyl substituted imidazole ring are illustrated.
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