Application of directed orthometalation toward the synthesis of aryl siloxanes

J Org Chem. 2004 Oct 1;69(20):6790-5. doi: 10.1021/jo0492057.

Abstract

A selection of ortho-substituted aryl siloxanes have been prepared by directed orthometalation protocols. These siloxanes can be prepared in high yields and purity by use of a diverse selection of ortho-directing groups and electrophilic siloxane derivatives. The siloxanes are employed in palladium-catalyzed cross-coupling reactions with aryl bromides to generate unsymmetrical ortho-substituted biaryls in good to excellent yields.

Publication types

  • Research Support, Non-U.S. Gov't
  • Research Support, U.S. Gov't, P.H.S.

MeSH terms

  • Catalysis
  • Models, Chemical
  • Molecular Structure
  • Palladium
  • Siloxanes / chemical synthesis*

Substances

  • Siloxanes
  • Palladium