Journal
EUROPEAN JOURNAL OF INORGANIC CHEMISTRY
Volume -, Issue 18, Pages 2948-2955Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/ejic.201500331
Keywords
Nitrogen heterocycles; Asymmetric catalysis; Carbene ligands; Rhodium; Hydrosilylation
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Funding
- Dutch National Research School Combination Catalysis Controlled by Chemical Design (NRSC Catalysis)
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Despite the prolific use of (di-)NHC complexes in homogeneous catalysis, there are relatively few reports on their successful application in asymmetric transformations. In this work the atropisomeric binaphthyl backbone was combined with readily obtainable 1,2,3-triazolylidenes to develop a strongly electron-donating C-2-symmetric ligand. The ligand was efficiently synthesized in a three-step procedure in an overall yield of 91% starting from commercially available materials. Strategies for the synthesis of the corresponding di-NHC silver(I), palladium(II), rhodium(I), and iridium(I) complexes have been developed. The rhodium(I) complex was employed in the catalytic asymmetric hydrosilylation of ketones, providing good conversions at catalyst loadings as low as 0.2 mol-% and giving chiral inductions of up to 51% ee.
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