title: Nickel-catalyzed decarboxylative C-P cross-coupling of alkenyl acids with P(O)H compounds.
abstract: The first nickel-catalyzed decarboxylative C-P coupling of a wide range of alkenyl acids with various P(O)H compounds, especially for H-phosphonates, has been developed, affording a versatile and efficient tool for the preparation of valuable (E)-1-alkenylphosphonates, (E)-1-alkenylphosphinate oxides, and (E)-1-alkenylphosphine oxides with high stereoselectivity and broad substrate applicability. DFT calculation revealed that the phosphine ligand exhibits better catalytic performance than the nitrogen ligand in the reductive elimination step owing to the stronger nucleophilicity and larger size.
authors.affiliation: Department of Chemistry and Key Laboratory for Chemical Biology of Fujian Province, College of Chemistry and Chemical Engineering, Xiamen University , Xiamen 361005, Fujian, China.
authors.forename: Yile
authors.initials: Y
authors.lastname: Wu
authors.forename: Liu Leo
authors.initials: LL
authors.lastname: Liu
authors.forename: Kaili
authors.initials: K
authors.lastname: Yan
authors.forename: Pengxiang
authors.initials: P
authors.lastname: Xu
authors.forename: Yuxing
authors.initials: Y
authors.lastname: Gao
authors.forename: Yufen
authors.initials: Y
authors.lastname: Zhao
mesh_terms: D000475:Alkenes / Q000737:chemistry*; D002384:Catalysis; D008024:Ligands; D015394:Molecular Structure; D009532:Nickel / Q000737:chemistry*; D009584:Nitrogen / Q000737:chemistry*; D063065:Organophosphonates / Q000737:chemistry*; D010720:Phosphines / Q000737:chemistry*; D011789:Quantum Theory; D013237:Stereoisomerism
chemical_list: D000475:Alkenes; D008024:Ligands; D063065:Organophosphonates; D010720:Phosphines; D009532:Nickel; C044646:phosphine; D009584:Nitrogen