title: Novel class of tertiary phosphine ligands based on a phospha-adamantane framework and use in the Suzuki cross-coupling reactions of aryl halides under mild conditions.
abstract: [reaction: see text] A new class of sterically hindered phosphines based on a phospha-adamantane framework is described. Arylation or alkylation of the 1,3,5,7-tetramethyl-2,4,8-trioxa-6-phospha-adamantane system allows for the preparation of tertiary phosphines suitable for use in palladium-catalyzed cross-coupling reactions. For example, use of a catalytic system incorporating Pd(2)(dba)(3) and 1,3,5,7-tetramethyl-2,4,8-trioxa-6-phenyl-6-phospha-adamantane is shown to promote the Suzuki cross-coupling of aryl iodides, bromides, and activated chlorides with a variety of aryl boronic acids at room temperature in a few hours with high yields.
authors.affiliation: Institute of Molecular Catalysis, Department of Chemistry, Brock University, St. Catharines, Ontario L2S 3A1, Canada.
authors.forename: George
authors.initials: G
authors.lastname: Adjabeng
authors.forename: Tim
authors.initials: T
authors.lastname: Brenstrum
authors.forename: Jeffrey
authors.initials: J
authors.lastname: Wilson
authors.forename: Christopher
authors.initials: C
authors.lastname: Frampton
authors.forename: Al
authors.initials: A
authors.lastname: Robertson
authors.forename: John
authors.initials: J
authors.lastname: Hillhouse
authors.forename: James
authors.initials: J
authors.lastname: McNulty
authors.forename: Alfredo
authors.initials: A
authors.lastname: Capretta