title: Intermolecular hydroamination of 1,3-dienes catalyzed by bis(phosphine)carbodicarbene-rhodium complexes.
abstract: A carbodicarbene (CDC)-based pincer ligand scaffold is reported, along with its application to site-selective Rh(I)-catalyzed intermolecular hydroamination of 1,3-dienes with aryl and alkyl amines. To the best of our knowledge, this is the first example of the use of a well-defined CDC complex as an efficient catalyst. Transformations proceed in the presence of 1.0-5.0 mol % Rh complex at 35-120 °C; allylic amines are obtained in up to 97% yield and with >98:2 site selectivity.
authors.affiliation: Department of Chemistry, The University of North Carolina at Chapel Hill , Chapel Hill, North Carolina 27599-3290, United States.
authors.forename: Matthew J
authors.initials: MJ
authors.lastname: Goldfogel
authors.forename: Courtney C
authors.initials: CC
authors.lastname: Roberts
authors.forename: Simon J
authors.initials: SJ
authors.lastname: Meek
mesh_terms: D000498:Allyl Compounds / Q000138:chemical synthesis / Q000737:chemistry*; D000586:Amination; D000588:Amines / Q000138:chemical synthesis* / Q000737:chemistry; D002384:Catalysis; D056831:Coordination Complexes / Q000737:chemistry*; D008697:Methane / Q000031:analogs & derivatives* / Q000737:chemistry; D008958:Models, Molecular; D010720:Phosphines / Q000737:chemistry; D011090:Polyenes / Q000737:chemistry*; D012238:Rhodium / Q000737:chemistry*
chemical_list: D000498:Allyl Compounds; D000588:Amines; D056831:Coordination Complexes; D010720:Phosphines; D011090:Polyenes; C030011:carbene; D012238:Rhodium; C044646:phosphine; D008697:Methane