Concise Synthesis of Functionalized Cyclopentadienyl Rhodium(III) Complexes via Suzuki–Miyaura Cross Coupling

Abstract

Herein, we report a concise method for the preparation of functionalized cyclopentadienyl rhodium complexes via Suzuki–Miyaura cross-coupling. We successfully converted 2,3,4,5-tetramethylcyclopent-2-en-1-one into the corresponding cyclopentadienylboronic acid pinacol ester, which could be used as a coupling partner with aryl halides. Several functionalized cyclopentadienyl rhodium complexes were synthesized in two steps from readily available aryl bromides. We also demonstrated the rapid synthesis of a novel chiral cyclopentadienyl rhodium complex that could be used as a precatalyst for an asymmetric C–H functionalization reaction.

Key words

rhodium - cyclopentadienyl ligands - cross coupling - asymmetric catalysis - C–H functionalization

Publication History

Received: 01 November 2022

Accepted after revision: 15 November 2022

Accepted Manuscript online:
21 November 2022

Article published online:
14 December 2022

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