title: Aryl-aryl bond formation by the fluoride-free cross-coupling of aryldisiloxanes with aryl bromides.
abstract: The prevalence of the biaryl structural motif in biologically interesting and synthetically important molecules has inspired considerable interest in the development of methods for aryl-aryl bond formation. Herein we describe a novel strategy for this process involving the fluoride-free, palladium-catalysed cross-coupling of readily accessible aryldisiloxanes and aryl bromides. Using a statistical-based optimisation process, preparatively useful reaction conditions were formulated to allow the cross-coupling of a wide range of different substrates. This methodology represents an attractive, cost-efficient, flexible and robust alternative to the traditional transition-metal-catalysed routes typically used to generate molecules containing the privileged biaryl scaffold.
authors: Department of Chemistry,University of Cambridge, Lensfield Road, Cambridge, UK.
authors: Christine M
authors: CM
authors: Boehner
authors: Elizabeth C
authors: EC
authors: Frye
authors: Kieron M G
authors: KM
authors: O'Connell
authors: Warren R J D
authors: WR
authors: Galloway
authors: Hannah F
authors: HF
authors: Sore
authors: Patricia Garcia
authors: PG
authors: Dominguez
authors: David
authors: D
authors: Norton
authors: David G
authors: DG
authors: Hulcoop
authors: Martin
authors: M
authors: Owen
authors: Gillian
authors: G
authors: Turner
authors: Claire
authors: C
authors: Crawford
authors: Helen
authors: H
authors: Horsley
authors: David R
authors: DR
authors: Spring
mesh_terms: D002384:Catalysis; D003432:Cross-Linking Reagents / Q000737:chemistry*; D005459:Fluorides / Q000737:chemistry*; D006842:Hydrocarbons, Brominated / Q000737:chemistry*; D015394:Molecular Structure; D010165:Palladium / Q000737:chemistry*; D012833:Siloxanes / Q000737:chemistry*
chemical_list: D003432:Cross-Linking Reagents; D006842:Hydrocarbons, Brominated; D012833:Siloxanes; D010165:Palladium; D005459:Fluorides