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Synthesis 2023; 55(08): 1207-1212
DOI: 10.1055/a-1983-4777
DOI: 10.1055/a-1983-4777
paper
Concise Synthesis of Functionalized Cyclopentadienyl Rhodium(III) Complexes via Suzuki–Miyaura Cross Coupling
This research was partially supported by the Platform Project for Supporting Drug Discovery and Life Science Research (Basis for Supporting Innovative Drug Discovery and Life Science Research (BINDS) from Japan Agency for Medical Research and Development (AMED) under Grant Number JP22ama121044) and Japan Society for the Promotion of Science (JSPS KAKENHI) (Grant Number JP21K05051).
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 functionalizationSupporting Information
- Supporting information for this article is available online at https://doi.org/10.1055/a-1983-4777.
- Supporting Information
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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