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Insight into the Scope and Mechanism for Transmetallation of Hydrocarbyl Ligands on Complexes Relevant to C-H Activation

preprint
submitted on 21.09.2020 and posted on 22.09.2020 by Natalie Chan, Joseph J. Gair, Michael Roy, Yehao Qiu, Duo-Sheng Wang, Landon J. Durak, Liwei Chen, Alexander S. Filatov, Jared C. Lewis

We report the transmetallation of hydrocarbyl fragments (Me, Bn, Ph) from a variety of organo-metallic complexes relevant to C-H activation (Ir, Rh, W, Mo) to Pt(II) electrophiles. The scope of suitable hydrocarbyl donors is remarkable in that three different classes of organometallics with widely varying reactivity all undergo the same general reaction with Pt(II) electrophiles. A competitive substituent effect experiment reveals faster transmetallation of more electron rich hydrocarbyl groups. A sterochemical probe reveals that transmetallation to Hg(II) proceeds with retention of stereochemistry. This study suggests that transmetallation could provide a viable path for catalytic function- alization of stable complexes resulting from C-H bond activation and other processes.

Funding

NSF Center for Selective CH Functionalization

Directorate for Mathematical & Physical Sciences

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History

Email Address of Submitting Author

jcl3@iu.edu

Institution

Indiana University

Country

United States

ORCID For Submitting Author

0000-0003-2800-8330

Declaration of Conflict of Interest

no conflict of interest

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