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Regioselective Allene Hydrosilylation Catalyzed by N-Heterocyclic Carbene Complexes of Nickel and Palladium

Zachary D. Miller, Wei Li, Tomás R. Belderrain and John Montgomery*

*Department of Chemistry, University of Michigan, 930 North University Avenue, Ann Arbor, Michigan 48109-1055, United States, Email:

Z. D. Miller, W. Li, T. R. Belderrain, J. Montgomery, J. Am. Chem. Soc., 2013, 135, 15282-15285.

DOI: 10.1021/ja407749w


In regioselective methods for allene hydrosilylation, alkenylsilanes are produced via nickel catalysis with larger N-heterocyclic carbene (NHC) ligands, whereas allylsilanes are produced via palladium catalysis with smaller NHC ligands. These complementary methods allow either regioisomeric product to be obtained with exceptional regiocontrol.

see article for more examples

Regioselective Allene Hydroarylation via One-Pot Allene Hydrosilylation/Pd-Catalyzed Cross-Coupling

Z. D. Miller, J. Montgomery, Org. Lett., 2014, 16, 5486-5489.

Key Words

vinylsilanes, allylsilanes

ID: J48-Y2013