title: Phosphorinanes as ligands for palladium-catalyzed cross-coupling chemistry.
abstract: [structure: see text] Phosphorinanes are presented as a class of phosphine ligand suitable for organopalladium cross-coupling chemistry. Prepared via a direct double Michael addition of a monoalkyl- or arylphosphine to phorone followed by a Wolf-Kishner reduction, phosphorinanes are relatively inexpensive to manufacture and allow modification of one of the alkyl moieties permitting steric and electronic fine-tuning of the ligands. Library screening and applications of these ligands in the Suzuki, Sonogashira, ketone arylation, and aryl amination reactions are presented.
authors.affiliation: Department of Chemistry, McMaster University, Hamilton, Ontario, Canada.
authors.forename: Tim
authors.initials: T
authors.lastname: Brenstrum
authors.forename: Julie
authors.initials: J
authors.lastname: Clattenburg
authors.forename: James
authors.initials: J
authors.lastname: Britten
authors.forename: Serguei
authors.initials: S
authors.lastname: Zavorine
authors.forename: Jeff
authors.initials: J
authors.lastname: Dyck
authors.forename: Alan J
authors.initials: AJ
authors.lastname: Robertson
authors.forename: James
authors.initials: J
authors.lastname: McNulty
authors.forename: Alfredo
authors.initials: A
authors.lastname: Capretta