title: Rational exploration of N-heterocyclic carbene (NHC) palladacycle diversity: a highly active and versatile precatalyst for Suzuki-Miyaura coupling reactions of deactivated aryl and alkyl substrates.
abstract: As less attention has been focussed on the design of highly efficient palladium precatalysts to ensure the smooth formation of the active catalyst for metal-mediated cross coupling reactions, we herein demonstrate that combining the bulky N-heterocyclic carbene (NHC) 1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene (IPr) with cyclopalladated acetanilide as the optimal palladium precatalyst leads to superior catalytic activity compared with the state-of-the-art NHC-Pd catalysts. The complex was discovered through the evaluation of a small, rationally designed library of NHC-palladacycles prepared by a novel, practical and atom-economic method, the direct reaction of IPrHCl with palladacycle acetate dimers.
authors.affiliation: Institute of Bioengineering and Nanotechnology, 31 Biopolis Way, The Nanos, Singapore 138669, Singapore.
authors.forename: Guang-Rong
authors.initials: GR
authors.lastname: Peh
authors.forename: Eric Assen B
authors.initials: EA
authors.lastname: Kantchev
authors.forename: Jun-Cheng
authors.initials: JC
authors.lastname: Er
authors.forename: Jackie Y
authors.initials: JY
authors.lastname: Ying
mesh_terms: D002384:Catalysis; D003432:Cross-Linking Reagents / Q000737:chemistry*; D018360:Crystallography, X-Ray; D019281:Dimerization; D006571:Heterocyclic Compounds / Q000737:chemistry*; D007093:Imidazoles / Q000737:chemistry*; D008697:Methane / Q000031:analogs & derivatives* / Q000737:chemistry; D008958:Models, Molecular; D010165:Palladium / Q000737:chemistry*
chemical_list: C550430:1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene; D003432:Cross-Linking Reagents; D006571:Heterocyclic Compounds; D007093:Imidazoles; C030011:carbene; D010165:Palladium; D008697:Methane