Ni(bpy)(cod): A Convenient Entryway into the Efficient Hydroboration of Ketones, Aldehydes, and Imines

Amanda E. King, S. Chantal E. Stieber, Neil J. Henson, Stosh A. Kozimor, Brian L. Scott, Nathan C. Smythe, Andrew D. Sutton, John C. Gordon

Research output: Contribution to journalArticlepeer-review

62 Scopus citations

Abstract

The catalytic hydroboration of ketones, aldehydes, and imines with pinacol borane and Ni(bpy)(cod) has been demonstrated in benzene at room temperature and low catalyst loadings (0.03-0.3 mol-%). Spectroscopic and structural evidence support the formulation of Ni(bpy)(cod) as containing a NiI cation and a bpy·- ligand. The Ni(bpy)(cod) complex reacts quickly with ketonic substrates to form an adduct that appears to function as an entryway into catalytic activity.

Original languageEnglish
Pages (from-to)1635-1640
Number of pages6
JournalEuropean Journal of Inorganic Chemistry
Volume2016
Issue number11
DOIs
StatePublished - Apr 1 2016
Externally publishedYes

Funding

The authors thank the Laboratory Directed Research and Development (LDRD) program for a Director's Postdoctoral Fellowship to A. E. K. S. C. E. S. was supported by a LANL Glenn T. Seaborg Institute Postdoctoral Fellowship and by startup funding from the College of Science at the California State Polytechnic University, Pomona. Additional funding was provided by the under the Heavy Element Chemistry Program at LANL by the Division of Chemical Sciences, Geosciences, and Biosciences, Office of Basic Energy Sciences, U.S. Department of Energy (grants to S. A. K., S. C. E. S.). Los Alamos National Laboratory is operated by Los Alamos National Security, LLC, for the National Nuclear Security Administration of U.S. Department of Energy (contract DE-AC52-06NA25396).

Keywords

  • Electronic structure
  • Homogeneous catalysis
  • Hydroboration
  • Nickel
  • Redox chemistry

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