Markovnikov-Selective Hydroboration of Olefins Catalyzed by a Copper N-Heterocyclic Carbene Complex

Journal Article · Thu Aug 22 04:00:00 EDT 2019 · Organometallics

DOI:https://doi.org/10.1021/acs.organomet.9b00394· OSTI ID:1617205

DiBenedetto, Tarah A. ^[1]; Parsons, Astrid M. ^[2]; Jones, William D. ^[2]

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1. Univ. of Rochester, NY (United States); University of Rochester
2. Univ. of Rochester, NY (United States)

The efficient and atom-economical hydroboration of alkenes and alkynes using an N-heterocyclic carbene (NHC) copper hydroxide catalyst has been developed here. An equimolar combination of substrate and HBpin allows for the selective Markovnikov hydroboration of alkenes and alkynes. A variety of functional groups were tolerated in good to excellent yield. This system highlights a facile reaction setup, atom economy, high selectivity, and an easily synthesized copper–NHC catalyst.

• Research Organization: Univ. of Rochester, NY (United States)
• Sponsoring Organization: USDOE Office of Science (SC), Basic Energy Sciences (BES) (SC-22). Chemical Sciences, Geosciences & Biosciences Division; National Science Foundation (NSF)
• Grant/Contract Number: FG02-86ER13569
• OSTI ID: 1617205
• Alternate ID(s): OSTI ID: 1610059
• Journal Information: Organometallics, Journal Name: Organometallics Journal Issue: 17 Vol. 38; ISSN 0276-7333
• Publisher: American Chemical Society
• Country of Publication: United States
• Language: English

Related Subjects

37 INORGANIC, ORGANIC, PHYSICAL, AND ANALYTICAL CHEMISTRY
catalysis
copper
hydroboration
olefins