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Synfacts 2008(1): 0084-0084
DOI: 10.1055/s-2007-991439
DOI: 10.1055/s-2007-991439
Metal-Mediated Synthesis
© Georg Thieme Verlag Stuttgart · New York
Palladium-Catalyzed Si-C(sp2) Bond Formation for the Preparation of Monohydrosilanes
Y. Yamanoi*, T. Taira, J.-i. Sato, I. Nakamula, H. Nishihara*
The University of Tokyo, Japan
Further Information
Publication History
Publication Date:
18 December 2007 (online)

Significance
An effective one-step C(sp2)-Si coupling reaction is presented in this article. Thus, monohydrosilanes can be easily prepared in a palladium-catalyzed reaction from dihydrosilanes and aryl and heteroaryl iodides. The method is general and can be applied for a large spectrum of electron-deficient and electron-rich aryl iodides. Functionalities, such as cyano goups and even amino and hydroxy groups are well tolerated. The authors suggest that the reaction may take place via σ-bond metathesis between the Pd(II) species and the aryl iodide. However, a pathway that would proceed via further oxidative addition resulting in the formation of a Pd(IV) species cannot be excluded.