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Copper-catalyzed dehydrogenative borylation of terminal alkynes with pinacolborane

Journal Article · · Chemical Science
DOI:https://doi.org/10.1039/c6sc02668k· OSTI ID:1465712
 [1];  [2];  [2]
  1. University of California San Diego, La Jolla, CA (United States). UCSD-CNRS Joint Research Chemistry Laboratory (UMI 3555), Department of Chemistry and Biochemistry; Univ. of California San Diego, La Jolla, CA (United States)
  2. University of California San Diego, La Jolla, CA (United States). UCSD-CNRS Joint Research Chemistry Laboratory (UMI 3555), Department of Chemistry and Biochemistry

LCuOTf complexes [L = cyclic (alkyl)(amino)carbenes (CAACs) or N-heterocyclic carbenes (NHCs)] selectively promote the dehydrogenative borylation of C(sp)–H bonds at room temperature. It is shown that σ,π-bis(copper) acetylide and copper hydride complexes are the key catalytic species.

Research Organization:
Univ. of California San Diego, La Jolla, CA (United States)
Sponsoring Organization:
USDOE
Grant/Contract Number:
SC0009376; SC0009376
OSTI ID:
1465712
Journal Information:
Chemical Science, Journal Name: Chemical Science Journal Issue: 1 Vol. 8; ISSN 2041-6520; ISSN CSHCBM
Publisher:
Royal Society of ChemistryCopyright Statement
Country of Publication:
United States
Language:
English

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Cited By (12)

Copper‐Catalyzed Triboration: Straightforward, Atom‐Economical Synthesis of 1,1,1‐Triborylalkanes from Terminal Alkynes and HBpin journal December 2019
Spectroscopic Evidence for a Monomeric Copper(I) Hydride and Crystallographic Characterization of a Monomeric Silver(I) Hydride journal March 2017
Cyclische Alkylaminocarbene (CAACs): Neues von guten Bekannten journal June 2017
Kupfer‐katalysierte Triborierung terminaler Alkine mit B 2 pin 2 : Effiziente Synthese von 1,1,2‐Triborylalkenen journal November 2019
Kupferkatalysierte Triborierung: Einfache, atomökonomische Synthese von 1,1,1‐Triborylalkanen aus terminalen Alkinen und HBpin journal November 2019
Spectroscopic Evidence for a Monomeric Copper(I) Hydride and Crystallographic Characterization of a Monomeric Silver(I) Hydride journal March 2017
Cyclic (Alkyl)(amino)carbenes (CAACs): Recent Developments journal June 2017
Copper‐Catalyzed Triboration of Terminal Alkynes Using B 2 pin 2 : Efficient Synthesis of 1,1,2‐Triborylalkenes journal November 2019
Large CuI8 chalcogenone cubic cages with non-interacting counter ions journal January 2017
The debut of chiral cyclic (alkyl)(amino)carbenes (CAACs) in enantioselective catalysis journal January 2019
Kupferkatalysierte Triborierung: Einfache, atomökonomische Synthese von 1,1,1-Triborylalkanen aus terminalen Alkinen und HBpin text January 2019
N-Heterocyclic Carbene Adducts of Alkynyl Functionalized 1,3,2-Dithioborolanes journal April 2019

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