Carbon-nitrogen bond formation involving well-defined aryl-copper(III) complexes.
Carbon-heteroatom bond formation from copper(III) is commonly invoked as a key step in catalytic reactions, including the century-old Ullmann reactions. Well-defined examples of such reactions have never been observed. Here, we demonstrate that a well-defined Cu(III)-aryl species reacts with a variety nitrogen nucleophiles to undergo facile carbon-nitrogen bond formation.
Huffman
Lauren M
LM
Department of Chemistry, University of Wisconsin-Madison, 1101 University Avenue, Madison, Wisconsin 53706, USA.
Stahl
Shannon S
SS
D000577:Amides / Q000737:chemistry; D000588:Amines / Q000138:chemical synthesis* / Q000737:chemistry; D003300:Copper / Q000737:chemistry*; D006841:Hydrocarbons, Aromatic / Q000737:chemistry*; D007700:Kinetics; D009682:Magnetic Resonance Spectroscopy / Q000379:methods; D009942:Organometallic Compounds / Q000737:chemistry*; D010797:Phthalimides / Q000138:chemical synthesis / Q000737:chemistry; D011728:Pyridones / Q000138:chemical synthesis / Q000737:chemistry
D000577:Amides; D000588:Amines; D006841:Hydrocarbons, Aromatic; D009942:Organometallic Compounds; D010797:Phthalimides; D011728:Pyridones; D003300:Copper