Planar-chiral imidazole-based phosphine ligands derived from [2.2]paracyclophane
journal contribution
posted on 2023-06-07, 21:24authored byMartyn P Coles, Richard J Seacome, Gareth J Rowlands, Peter B Hitchcock, Jean E Glover
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 SuzukiMiyaura coupling of aryl bromides and chlorides. Coordination studies indicate P,N-chelation in the solid-state. These studies lay the foundations for asymmetric couplings