skip to main content
OSTI.GOV title logo U.S. Department of Energy
Office of Scientific and Technical Information

Title: Synthesis and Reactivity of New Aminophenolate Complexes of Nickel

Journal Article · · Molecules

New well-defined, paramagnetic nickel complexes have been prepared and characterized by X-ray crystallography. The complexes were found to be active for the cross-coupling of alkyl electrophiles (especially ethyl 2-bromobutyrate) with alkyl Grignard reagents. The ligand architecture in these new complexes could potentially be rendered chiral, opening up future possibilities for performing asymmetric cross-coupling reactions.

Research Organization:
Univ. of Hawaii, Honolulu, HI (United States)
Sponsoring Organization:
USDOE Office of Science (SC)
Grant/Contract Number:
FG02-07ER15885
OSTI ID:
1418702
Alternate ID(s):
OSTI ID: 1628476
Journal Information:
Molecules, Journal Name: Molecules Vol. 19 Journal Issue: 12; ISSN 1420-3049
Publisher:
MDPI AGCopyright Statement
Country of Publication:
Switzerland
Language:
English
Citation Metrics:
Cited by: 1 work
Citation information provided by
Web of Science

References (18)

A Structure–Activity Study of Ni-Catalyzed Alkyl–Alkyl Kumada Coupling. Improved Catalysts for Coupling of Secondary Alkyl Halides journal May 2011
Nickel-Catalyzed Cross-Coupling of Non-activated and Functionalized Alkyl Halides with Alkyl Grignard Reagents journal January 2009
Nickel-Mediated Oxidative Fluorination for PET with Aqueous [ 18 F] Fluoride journal October 2012
Bimetallic Oxidative Addition Involving Radical Intermediates in Nickel-Catalyzed Alkyl–Alkyl Kumada Coupling Reactions journal July 2013
Nickel/Bis(oxazoline)-Catalyzed Asymmetric Negishi Arylations of Racemic Secondary Benzylic Electrophiles to Generate Enantioenriched 1,1-Diarylalkanes journal October 2013
New Directing Groups for Metal-Catalyzed Asymmetric Carbon–Carbon Bond-Forming Processes: Stereoconvergent Alkyl–Alkyl Suzuki Cross-Couplings of Unactivated Electrophiles journal March 2012
Notiz über gestörte CH3-Valenzschwingungen bei tert.-Butyl-benzol-Derivaten journal February 1969
Nickel-catalyzed cross coupling of non-activated alkyl halides: a mechanistic perspective journal January 2011
Mechanism and Selectivity in Nickel-Catalyzed Cross-Electrophile Coupling of Aryl Halides with Alkyl Halides journal October 2013
Cross-Electrophile Coupling: Principles of Reactivity and Selectivity journal May 2014
THE STUDY OF HYDROGEN BONDING AND RELATED PHENOMENA BY ULTRAVIOLET LIGHT ABSORPTION: PART VI. THE EFFECT OF STERIC INTERACTIONS ON THE INTRAMOLECULAR HYDROGEN BOND IN o -NITROPHENOL journal October 1960
Über Wasserstoffbrücken, X. Behinderung und Förderung von Wasserstoffbrücken durch tert.-Butylgruppen ino-Nitro- undo-Amino-phenolen journal February 1969
An improved synthesis of (-)-(2R,5R)-2,5-dimethylpyrrolidine journal March 1989
Catalytic Asymmetric Synthesis of Secondary Nitriles via Stereoconvergent Negishi Arylations and Alkenylations of Racemic α-Bromonitriles journal May 2012
Nickel Complexes of a Pincer Amidobis(amine) Ligand: Synthesis, Structure, and Activity in Stoichiometric and Catalytic CC Bond-Forming Reactions of Alkyl Halides journal February 2009
Ligand Redox Effects in the Synthesis, Electronic Structure, and Reactivity of an Alkyl−Alkyl Cross-Coupling Catalyst journal October 2006
Nickel-Catalyzed Enantioselective Cross-Couplings of Racemic Secondary Electrophiles That Bear an Oxygen Leaving Group journal February 2012
Catalytic Enantioselective Cross-Couplings of Secondary Alkyl Electrophiles with Secondary Alkylmetal Nucleophiles: Negishi Reactions of Racemic Benzylic Bromides with Achiral Alkylzinc Reagents journal October 2012