Chiral Bicyclo[2.2.2]octane-Fused and Ferrocene-Derived Cyclopentadienyl Ligands for Asymmetric C–H Activation

Abstract

To fulfill increasing and diverse demands of cyclopentadienyl metal complexes (CpM) catalyzed asymmetric C–H activation, innovation in developing new types of chiral Cp ligands should be important. In this context, we found the structurally rigid chiral bicyclo[2.2.2]octane-fused Cp ligands originated by Vollhardt and ­Halterman were efficient to enable highly enantioselective C–H activation of N-methoxybenzamides with quinones. Besides, we also designed and synthesized a class of ferrocene-based chiral Cp ligand featuring a loose chiral pocket, whose rhodium complexes exhibited high reactivity and reasonable enantioselectivity in an asymmetric intramolecular aryl amination of alkene.

1 Introduction

2 Chiral Cp Ligands Applied in Asymmetric C–H Activation

3 Chiral Bicyclo[2.2.2]octane-Fused Cp Ligands

4 Chiral Ferrocene-Derived Cp Ligands

5 Conclusion

Key words

chiral cyclopentadienyl - bicyclo[2.2.2]octane - ferrocene - rhodium - asymmetric C–H activation

Publication History

Received: 13 November 2022

Accepted after revision: 04 December 2022

Accepted Manuscript online:
04 December 2022

Article published online:
03 January 2023

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