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Rhodium(I)-Catalyzed Silylation of Aryl Halides with Triethoxysilane: Practical Synthetic Route to Aryltriethoxysilanes

Miki Murata*, Masanori Ishikura, Masayuki Nagata, Shinji Watanabe and Yuzuru Masuda

*Department of Materials Science, Kitami Institute of Technology, Kitami 090-8507, Japan, Email: muratamkmail.kitami-it.ac.jp

M. Murata, M. Ishikura, M. Nagata, S. Watanabe, Y. Masuda, Org. Lett., 2002, 4, 1843-1845.

DOI: 10.1021/ol025770p (free Supporting Information)


Abstract

A mild and selective silylation of aryl iodides and bromides with triethoxysilane (EtO)3SiH in the presence of NEt3 and a catalytic amount of [Rh(cod)(MeCN)2]BF4 provides aryltriethoxysilanes in high yield.


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proposed mechanism



Silylation of Aryl Iodides with 1,1,1,3,5,5,5-Heptamethyltrisiloxane Catalyzed by Transition-Metal Complexes

M. Murata, K. Ota, H. Yamasaki, S. Watanabe, Y. Masuda, Synlett, 2007, 1387-1390.

Palladium-Catalyzed Cross-Coupling Reaction of Aryltriethoxysilanes with Aryl Bromides under Basic Aqueous Conditions

M. Murata, R. Shimazaki, S. Watanabe, Y. Masuda, Synthesis, 2001, 2231-2233.


Key Words

Arylsiloxanes


ID: J54-Y2002-560