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Improved Synthesis of Aryltrialkoxysilanes via Treatment of Aryl Grignard or Lithium Reagents with Tetraalkyl Orthosilicates

Amy S. Manoso, Chuljin Ahn, Arash Soheili, Christopher J. Handy, Reuben Correia, W. Michael Seganish and Philip DeShong*

*Department of Chemistry and Biochemistry, University of Maryland, College Park, Maryland 20742, Email: deshongumd.edu

A. S. Manoso, C. Ahn, A. Soheili, C. J. Handy, R. Correia, W. Seganish, P. DeShong, J. Org. Chem., 2004, 69, 8305-8314.

DOI: 10.1021/jo048667h (free Supporting Information)


Abstract

General reaction conditions for the synthesis of aryl(trialkoxy)silanes from aryl Grignard and lithium reagents and tetraalkyl orthosilicates (Si(OR)4) have been developed. Ortho-, meta-, and para-substituted bromoarenes underwent efficient metalation and silylation at low temperature to provide aryl siloxanes.


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Key Words

Arylsiloxanes


ID: J42-Y2004-2470