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Group 4 Metallocene Difluoride/Palladium Bimetallic Catalysts for the Reductive Cross-Coupling of Alkynes with Aryl Iodides and Bromides

Keita Takahashi, Hiromitsu Morishita, Yohei Ogiwara, Norio Sakai*

*Department of Pure and Applied Chemistry, Faculty of Science and Technology, Tokyo University of Science (RIKADAI), Noda, Chiba 278-8510, Japan, Email:

K. Takahashi, H. Morishita, Y. Ogiwara, N. Sakai, J. Org. Chem., 2018, 83, 13734-13742.

DOI: 10.1021/acs.joc.8b02055


A bimetallic catalyst system composed of a group 4 metallocene difluoride and palladium dichloride enables a reductive cross-coupling of alkynes and aryl halides to provide (E)-alkenes in the presence of a hydrosilane and NaF. This reaction proceeds via an in situ generated alkenyl metallocene intermediate derived from the group 4 metallocene difluoride.

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Key Words

alkenylation, triethoxysilane

ID: J42-Y2018