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A Class of Readily Tunable Planar-Chiral Cyclopentadienyl Rhodium(III) Catalysts for Asymmetric C-H Activation.
Angew Chem Int Ed Engl. 2022 Jun 07; 61(23):e202201522.AC

Abstract

Chiral half-sandwich cyclopentadienyl rhodium(III) (CpRhIII) complexes are powerful catalysts for promoting asymmetric C-H activation reactions. Their preparation normally involved linking or embedding the Cp motif to or into a certain chiral backbone to forge the so-called chiral Cp ligand. However, preparation of a planar-chiral CpRhIII catalyst bearing a non-chiral Cp ligand remains a formidable challenge and is rarely reported. We describe herein an unusual class of planar-chiral rhodium catalysts bearing non-chiral Cp ligands. Different from existing ones, this catalyst is readily tunable. Ten planar-chiral only CpRhIII catalysts were prepared with ease, and successfully used in two enantioselective C-H activation reactions. Given its convenient synthesis and high structural tunability, these catalysts are expected to find more utilities in asymmetric C-H activation.

Authors+Show Affiliations

Key Laboratory of Bioinorganic and Synthetic Chemistry of Ministry of Education, School of Chemistry, Sun Yat-Sen University, Guangzhou, 510006, P. R. China. Guangdong Key Laboratory of Chiral Molecule and Drug Discovery, Sun Yat-Sen University, Guangzhou, 510006, P. R. China.Key Laboratory of Bioinorganic and Synthetic Chemistry of Ministry of Education, School of Chemistry, Sun Yat-Sen University, Guangzhou, 510006, P. R. China. Guangdong Key Laboratory of Chiral Molecule and Drug Discovery, Sun Yat-Sen University, Guangzhou, 510006, P. R. China.Key Laboratory of Bioinorganic and Synthetic Chemistry of Ministry of Education, School of Chemistry, Sun Yat-Sen University, Guangzhou, 510006, P. R. China. Guangdong Key Laboratory of Chiral Molecule and Drug Discovery, Sun Yat-Sen University, Guangzhou, 510006, P. R. China.

Pub Type(s)

Journal Article

Language

eng

PubMed ID

35302699

Citation

Yan, Xiaoqiang, et al. "A Class of Readily Tunable Planar-Chiral Cyclopentadienyl Rhodium(III) Catalysts for Asymmetric C-H Activation." Angewandte Chemie (International Ed. in English), vol. 61, no. 23, 2022, pp. e202201522.
Yan X, Jiang J, Wang J. A Class of Readily Tunable Planar-Chiral Cyclopentadienyl Rhodium(III) Catalysts for Asymmetric C-H Activation. Angew Chem Int Ed Engl. 2022;61(23):e202201522.
Yan, X., Jiang, J., & Wang, J. (2022). A Class of Readily Tunable Planar-Chiral Cyclopentadienyl Rhodium(III) Catalysts for Asymmetric C-H Activation. Angewandte Chemie (International Ed. in English), 61(23), e202201522. https://doi.org/10.1002/anie.202201522
Yan X, Jiang J, Wang J. A Class of Readily Tunable Planar-Chiral Cyclopentadienyl Rhodium(III) Catalysts for Asymmetric C-H Activation. Angew Chem Int Ed Engl. 2022 Jun 7;61(23):e202201522. PubMed PMID: 35302699.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - A Class of Readily Tunable Planar-Chiral Cyclopentadienyl Rhodium(III) Catalysts for Asymmetric C-H Activation. AU - Yan,Xiaoqiang, AU - Jiang,Jijun, AU - Wang,Jun, Y1 - 2022/04/05/ PY - 2022/01/27/received PY - 2022/3/19/pubmed PY - 2022/3/19/medline PY - 2022/3/18/entrez KW - Asymmetric Catalysis KW - Cyclopentadienyl Ligands KW - C−H Activation KW - Planar-Chiral Catalysts KW - Rhodium SP - e202201522 EP - e202201522 JF - Angewandte Chemie (International ed. in English) JO - Angew Chem Int Ed Engl VL - 61 IS - 23 N2 - Chiral half-sandwich cyclopentadienyl rhodium(III) (CpRhIII) complexes are powerful catalysts for promoting asymmetric C-H activation reactions. Their preparation normally involved linking or embedding the Cp motif to or into a certain chiral backbone to forge the so-called chiral Cp ligand. However, preparation of a planar-chiral CpRhIII catalyst bearing a non-chiral Cp ligand remains a formidable challenge and is rarely reported. We describe herein an unusual class of planar-chiral rhodium catalysts bearing non-chiral Cp ligands. Different from existing ones, this catalyst is readily tunable. Ten planar-chiral only CpRhIII catalysts were prepared with ease, and successfully used in two enantioselective C-H activation reactions. Given its convenient synthesis and high structural tunability, these catalysts are expected to find more utilities in asymmetric C-H activation. SN - 1521-3773 UR - https://www.unboundmedicine.com/medline/citation/35302699/A_Class_of_Readily_Tunable_Planar_Chiral_Cyclopentadienyl_Rhodium_III__Catalysts_for_Asymmetric_C_H_Activation_ DB - PRIME DP - Unbound Medicine ER -
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