Bis(μ-iodo)bis((−)-sparteine)dicopper(I): versatile catalyst for direct N-arylation of diverse nitrogen heterocycles with haloarenes

The easy-to-prepare dimeric bis(μ-iodo)bis((−)-sparteine)dicopper(I) complex is shown to be a versatile catalyst for N-arylation of number of NH–heterocycles with structurally divergent aryl halides including activated aryl chloride substrates under mild conditions. The DFT studies not only provide...

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Bibliographic Details
Published in:Tetrahedron 2008-03, Vol.64 (10), p.2471-2479
Main Authors: Maheswaran, H., Krishna, G. Gopi, Prasanth, K. Leon, Srinivas, V., Chaitanya, G. Krishna, Bhanuprakash, K.
Format: Article
Language:English
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Summary:The easy-to-prepare dimeric bis(μ-iodo)bis((−)-sparteine)dicopper(I) complex is shown to be a versatile catalyst for N-arylation of number of NH–heterocycles with structurally divergent aryl halides including activated aryl chloride substrates under mild conditions. The DFT studies not only provide structural insights into square-pyramidal Cu(III) intermediate complexes derived from (−)-sparteine, but also highlight the important role of sterically demanding (−)-sparteine ligand framework in promoting activation of aryl–chlorine bonds for N-arylation of imidazoles. [Display omitted]
ISSN:0040-4020
1464-5416
DOI:10.1016/j.tet.2007.12.050