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Imidazo[1,5-a]pyridine-3-ylidenes - pyridine derived N-heterocyclic carbene ligands

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Burstein,  Christian
Research Group Glorius, Max-Planck-Institut für Kohlenforschung, Max Planck Society;

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Lehmann,  Christian W.
Service Department Lehmann (EMR), Max-Planck-Institut für Kohlenforschung, Max Planck Society;

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Glorius,  Frank
Research Group Glorius, Max-Planck-Institut für Kohlenforschung, Max Planck Society;

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Citation

Burstein, C., Lehmann, C. W., & Glorius, F. (2005). Imidazo[1,5-a]pyridine-3-ylidenes - pyridine derived N-heterocyclic carbene ligands. Tetrahedron, 61(26), 6207-6217. doi:10.1016/j.tet.2005.03.115.


Cite as: http://hdl.handle.net/11858/00-001M-0000-000F-953D-6
Abstract
The ready synthesis of differently substituted 2H-imidazo[1,5-a]pyridin-4-ium bromides is reported. These salts are precursors for a new class of N-heterocyclic carbene ligands. As a consequence of their bicyclic geometry, these ligands are capable of influencing the coordination sphere of a carbene bound metal. The usefulness of these ligands was demonstrated in the palladium-catalyzed Suzuki–Miyaura cross-coupling of sterically hindered aryl chlorides.