Aryl-Aryl Bond Formation by the Fluoride-Free Cross-Coupling of Aryldisiloxanes with Aryl Bromides

作者：Boehner Christine M; Frye Elizabeth C; O'Connell Kieron M G; Galloway Warren R J D; Sore Hannah F; Garcia Dominguez Patricia; Norton David; Hulcoop David G; Owen Martin; Turner Gillian; Crawford Claire; Horsley Helen; Spring David R^*

来源：Chemistry - A European Journal, 2011, 17(47): 13230-13239.

DOI：10.1002/chem.201102285

• biaryls
• C?C coupling
• cross coupling
• silicon
• synthetic methods

The prevalence of the biaryl structural motif in biologically interesting and synthetically important molecules has inspired considerable interest in the development of methods for arylaryl 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.

• 出版日期2011-11