Skip to main page content
U.S. flag

An official website of the United States government

Dot gov

The .gov means it’s official.
Federal government websites often end in .gov or .mil. Before sharing sensitive information, make sure you’re on a federal government site.

Https

The site is secure.
The https:// ensures that you are connecting to the official website and that any information you provide is encrypted and transmitted securely.

Access keys NCBI Homepage MyNCBI Homepage Main Content Main Navigation
. 2024 Nov 11;63(46):e202413182.
doi: 10.1002/anie.202413182. Epub 2024 Sep 12.

Methoxide-Enabled Zirconium-Catalyzed Migratory Alkene Hydrosilylation

Orsola A Luongo  1 , Miran Lemmerer  1 , Sanne L Albers  1 , Jan Streuff  1
Affiliations

Methoxide-Enabled Zirconium-Catalyzed Migratory Alkene Hydrosilylation

Orsola A Luongo et al. Angew Chem Int Ed Engl. .

Abstract

A zirconocene dichloride-catalyzed alkene hydrosilylation is reported that can be applied to non-activated and conjugated terminal and internal alkenes. It involves a catalytic Zr-walk process and leads to a selective conversion to the linear product. Lithium methoxide serves as mild catalyst activating agent, which significantly increases the applicability and operational simplicity in comparison to earlier zirconium(II)-based protocols. Supported by additional experiments and calculations, a mechanism via zirconium(IV) intermediates is proposed. Due to the benign nature and ready-availability of the zirconium catalyst, the reaction is an attractive alternative to established alkene hydrosilylation methods.

Keywords: alkene; catalysis; hydrosilylation; metal walk; zirconium.

PubMed Disclaimer

References

    1. None
    1. I. Ojima, Z. Li, J. Zhu in The Chemistry of Organic Silicon Compounds, Vol. 2 (Eds.: Z. Rappoport, Y. Apeloig), Wiley, Chichester, 1998, pp. 1687–1792;
    1. D. Troegel, J. Stohrer, Coord. Chem. Rev. 2011, 255, 1440–1459;
    1. X. Wang, Z. Cheng, Z. Lu, Hydrosilylation of C−C π-Bonds, Reference Module in Chemistry, Molecular Sciences and Chemical Engineering, Elsevier, Amsterdam, 2023. For an advanced version of Karstedt's catalyst, see:
    1. I. E. Markó, S. Stérin, O. Buisine, G. Mignani, P. Branlard, B. Tinant, J.-P. Declercq, Science 2002, 298, 204–206.

LinkOut - more resources