title: HandaPhos: A General Ligand Enabling Sustainable ppm Levels of Palladium-Catalyzed Cross-Couplings in Water at Room Temperature.
abstract: The new monophosphine ligand HandaPhos has been identified such that when complexed in a 1:1 ratio with Pd(OAc)2, enables Pd-catalyzed cross-couplings to be run using ≤1000 ppm of this pre-catalyst. Applications to Suzuki-Miyaura reactions involving highly funtionalized reaction partners are demonstrated, all run using environmentally benign nanoreactors in water at ambient temperatures. Comparisons with existing state-of-the-art ligands and catalysts are discussed herein.
authors.affiliation: Department of Chemistry and Biochemistry, University of California Santa Barbara, Santa Barbara, CA, 93106, USA.
authors.forename: Sachin
authors.initials: S
authors.lastname: Handa
authors.affiliation: Nano-Science Center, Department of Chemistry, University of Copenhagen, Denmark.
authors.forename: Martin P
authors.initials: MP
authors.lastname: Andersson
authors.affiliation: Novartis Pharma AG, Basel, Switzerland.
authors.forename: Fabrice
authors.initials: F
authors.lastname: Gallou
authors.affiliation: Novartis Institute for Medical Research, Cambridge, MA, 02139, USA.
authors.forename: John
authors.initials: J
authors.lastname: Reilly
authors.affiliation: Department of Chemistry and Biochemistry, University of California Santa Barbara, Santa Barbara, CA, 93106, USA. lipshutz@chem.ucsb.edu.
authors.forename: Bruce H
authors.initials: BH
authors.lastname: Lipshutz
mesh_terms: D002384:Catalysis; D008024:Ligands; D057230:Limit of Detection; D010165:Palladium / Q000032:analysis*; D013696:Temperature; D014867:Water / Q000737:chemistry*
chemical_list: D008024:Ligands; D014867:Water; D010165:Palladium
keywords: E Factor; Suzuki-Miyaura coupling; green chemistry; ligand design; micellar catalysis