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Updated: May 13, 2026

Facile Preparation of (2Z,4E)-Dienamides by the Olefination of Electron-deficient Alkenes with Allyl Acetate
Published on: June 21, 2017
Nickel-Catalyzed Regioselective Dihydrosilylation of Allenes
Qing-Yan Wu1, Alemayehu Gashaw Woldegiorgis1,2, Tao Liu1
1State Key Laboratory of Organometallic Chemistry and Shanghai-Hong Kong Joint Laboratory in Chemical Synthesis, Shanghai Institute of Organic Chemistry, University of Chinese Academy of Sciences, CAS 345 Lingling Road, Shanghai 200032, P. R. China.
Abstract:
Herein, we report a nickel-catalyzed regioselective dihydrosilylation of allenes to access 1,3-bis(silane)s bearing two remote silyl groups. Enabled by a commercially available diphosphine ligand (Xantphos), this method proceeds under mild conditions with exclusive regioselectivity, a broad substrate scope, and excellent functional group tolerance. Mechanistic studies support a two-step sequence involving an initial branch-selective hydrosilylation, followed by a linear-selective hydrosilylation of the resulting terminal alkene. 1,3-Bis(silane)s could undergo orthogonal transformations into a variety of 1,3-difunctionalized molecules and participate in Pt-catalyzed hydrosilylation polymerization with dialkynes, highlighting the potential of this structural motif in both synthetic chemistry and materials science.
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