Neopentylglycolborylation of aryl mesylates and tosylates catalyzed by Ni-based mixed-ligand systems activated with Zn.
The mixed-ligand system NiCl(2)(dppp)/dppf is shown to be an effective catalyst for the neopentylglycolborylation of ortho-, meta-, and para-substituted electron-rich and electron-deficient aryl mesylates and tosylates. The addition of Zn powder as a reductant dramatically increases the reaction yield and reduces the reaction time by more than an order of magnitude, providing complete conversion in 1-3 h.
Wilson
Daniela A
DA
Roy & Diana Vagelos Laboratories, Department of Chemistry, University of Pennsylvania, Philadelphia, Pennsylvania 19104-6323, USA.
Wilson
Christopher J
CJ
Moldoveanu
Costel
C
Resmerita
Ana-Maria
AM
Corcoran
Patrick
P
Hoang
Lisa M
LM
Rosen
Brad M
BM
Percec
Virgil
V
D001897:Boronic Acids / Q000737:chemistry*; D002384:Catalysis; D008024:Ligands; D008698:Mesylates / Q000737:chemistry*; D009532:Nickel / Q000737:chemistry*; D009942:Organometallic Compounds / Q000737:chemistry; D014105:Tosyl Compounds / Q000737:chemistry*; D015032:Zinc / Q000737:chemistry*
D001897:Boronic Acids; D008024:Ligands; D008698:Mesylates; D009942:Organometallic Compounds; D014105:Tosyl Compounds; D009532:Nickel; D015032:Zinc