Volume 41, Issue 24 pp. 3633-3638
Concise Report

Cobalt-Catalyzed Difunctionalization of Styrenes via Ligand Relay Catalysis

Bingcheng Wang

Bingcheng Wang

Department of Chemistry, Zhejiang University, Hangzhou, Zhejiang, 310058 China

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Yufeng Sun

Yufeng Sun

Department of Chemistry, Zhejiang University, Hangzhou, Zhejiang, 310058 China

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Zhan Lu

Corresponding Author

Zhan Lu

Department of Chemistry, Zhejiang University, Hangzhou, Zhejiang, 310058 China

College of Chemistry, Zhengzhou University, Zhengzhou, Henan, 450001 China

E-mail: [email protected]Search for more papers by this author
First published: 29 August 2023
Citations: 3

Dedicated to the Memory of Professor Xiyan Lu.

Comprehensive Summary

Here, we report a cobalt-catalyzed sequential dehydrogenative Heck silylation/hydroamination of styrenes with hydrosilane and diazo compound to access 1-amino-2-silyl compounds with excellent regioselectivity. This difunctionalization reaction could undergo smoothly using 1 mol% catalyst loading with good functional group tolerance. Not only di- and tri-substituted hydrosilanes, but also alkoxysilane is suitable, which does explore the scope of the family of 1-amino-2-silyl compounds. The ligand relay phenomenon between neutral tridentate NNN ligand and anionic NNN ligand is observed for the first time via absorption spectral analysis in this one-pot, two-step transformations. The primary mechanism has been proposed based on the control experiments.image

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