title: Planar-chiral imidazole-based phosphine ligands derived from  [2.2]paracyclophane.
abstract: Two planar chiral heteroaryl monophosphines have been synthesised and studied. The phosphines are readily prepared from 4-imidazole[2.2]paracyclophane by selective deprotonation and reaction with the appropriate dialkylchlorophosphines. The planar chiral imidazole was constructed in four steps from readily available [2.2]paracyclophane. The 2-phosphino-N-[2.2]paracyclophanes were active in the Suzuki-Miyaura coupling of aryl bromides and chlorides. Coordination studies indicate P,N-chelation in the solid-state. These studies lay the foundations for asymmetric couplings.
authors.affiliation: Department of Chemistry, University of Sussex, Falmer, UK BN1 9QJ.
authors.forename: Richard J
authors.initials: RJ
authors.lastname: Seacome
authors.forename: Martyn P
authors.initials: MP
authors.lastname: Coles
authors.forename: Jean E
authors.initials: JE
authors.lastname: Glover
authors.forename: Peter B
authors.initials: PB
authors.lastname: Hitchcock
authors.forename: Gareth J
authors.initials: GJ
authors.lastname: Rowlands