Palladium-Catalyzed Si-C(sp²) Bond Formation for the Preparation of Monohydrosilanes

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.