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Title
| - Improved Synthesis of Aryltriethoxysilanes viaPalladium(0)-Catalyzed Silylation of Aryl Iodides and Bromideswith Triethoxysilane
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Abstract
| - The scope of the palladium-catalyzed silylation of aryl halides with triethoxysilane has beenexpanded to include aryl bromides. A more general Pd(0) catalyst/ligand system has been developedthat activates bromides and iodides: palladium(0) dibenzylideneacetone (Pd(dba)2) is activated with2-(di-tert-butylphosphino)biphenyl (Buchwald's ligand) (1:2 mol ratio of Pd/phosphine). Electron-rich para- and meta-substituted aryl halides (including unprotected aniline and phenol derivatives)undergo silylation to form the corresponding aryltriethoxysilane in fair to excellent yield; however,ortho-substituted aryl halides failed to be silylated.
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