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: jmontgumich.edu
Z. D. Miller, W. Li, T. R. Belderrain, J. Montgomery, J. Am. Chem. Soc., 2013, 135, 15282-15285.
DOI: 10.1021/ja407749w (free Supporting Information)
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.
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Z. D. Miller, J. Montgomery, Org. Lett., 2014, 16, 5486-5489.