Assembling a Hybrid Pd Catalyst from a Chiral Anionic Co                         III                          Complex and Ligand for Asymmetric C(sp                         3                         )–H Functionalization

Hua Jie Jiang; Xiu Mei Zhong; Jie Yu; Ying Zhang; Xinhao Zhang; Yun Dong Wu; Liu Zhu Gong

doi:10.1002/anie.201812426

Assembling a Hybrid Pd Catalyst from a Chiral Anionic Co ^III Complex and Ligand for Asymmetric C(sp ³ )–H Functionalization

Hua Jie Jiang, Xiu Mei Zhong, Jie Yu, Ying Zhang, Xinhao Zhang^*, Yun Dong Wu, Liu Zhu Gong

^*Corresponding author for this work

Research output: Contribution to journal › Journal Article › peer-review

87 Citations (Scopus)

Abstract

An unusual hybrid palladium catalyst containing an anionic chiral Co ^III complex and a chiral phosphoramidite ligand shows a high capacity for catalyzing asymmetric thioamide-directed C(sp ³ )−H arylation and delivers excellent yield and enantioselectivity (up to 99 % yield, 99 % ee). Significant synergy between the chiral ligand and the anion in terms of stereochemical control was observed. Mechanistic investigations have revealed both the nature of the C−H activation and the origin of the enantioselectivity.

Original language	English
Pages (from-to)	1803-1807
Number of pages	5
Journal	Angewandte Chemie - International Edition
Volume	58
Issue number	6
DOIs	https://doi.org/10.1002/anie.201812426
Publication status	Published - 4 Feb 2019
Externally published	Yes

Bibliographical note

Publisher Copyright:
© 2019 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim

Keywords

C−H functionalization
chiral phosphoramidites
cobalt
palladium
synergistic effects

Access to Document

10.1002/anie.201812426

Cite this

Jiang, H. J., Zhong, X. M., Yu, J., Zhang, Y., Zhang, X., Wu, Y. D., & Gong, L. Z. (2019). Assembling a Hybrid Pd Catalyst from a Chiral Anionic Co ^III Complex and Ligand for Asymmetric C(sp ³ )–H Functionalization Angewandte Chemie - International Edition, 58(6), 1803-1807. https://doi.org/10.1002/anie.201812426

Jiang, Hua Jie ; Zhong, Xiu Mei ; Yu, Jie et al. / Assembling a Hybrid Pd Catalyst from a Chiral Anionic Co ^III Complex and Ligand for Asymmetric C(sp ³ )–H Functionalization In: Angewandte Chemie - International Edition. 2019 ; Vol. 58, No. 6. pp. 1803-1807.

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title = " Assembling a Hybrid Pd Catalyst from a Chiral Anionic Co III Complex and Ligand for Asymmetric C(sp 3 )–H Functionalization ",

abstract = " An unusual hybrid palladium catalyst containing an anionic chiral Co III complex and a chiral phosphoramidite ligand shows a high capacity for catalyzing asymmetric thioamide-directed C(sp 3 )−H arylation and delivers excellent yield and enantioselectivity (up to 99 \% yield, 99 \% ee). Significant synergy between the chiral ligand and the anion in terms of stereochemical control was observed. Mechanistic investigations have revealed both the nature of the C−H activation and the origin of the enantioselectivity.",

keywords = "C−H functionalization, chiral phosphoramidites, cobalt, palladium, synergistic effects",

author = "Jiang, \{Hua Jie\} and Zhong, \{Xiu Mei\} and Jie Yu and Ying Zhang and Xinhao Zhang and Wu, \{Yun Dong\} and Gong, \{Liu Zhu\}",

note = "Publisher Copyright: {\textcopyright} 2019 Wiley-VCH Verlag GmbH \& Co. KGaA, Weinheim",

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doi = "10.1002/anie.201812426",

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Jiang, HJ, Zhong, XM, Yu, J, Zhang, Y, Zhang, X, Wu, YD & Gong, LZ 2019, ' Assembling a Hybrid Pd Catalyst from a Chiral Anionic Co ^III Complex and Ligand for Asymmetric C(sp ³ )–H Functionalization ', Angewandte Chemie - International Edition, vol. 58, no. 6, pp. 1803-1807. https://doi.org/10.1002/anie.201812426

Assembling a Hybrid Pd Catalyst from a Chiral Anionic Co ^III Complex and Ligand for Asymmetric C(sp ³ )–H Functionalization . / Jiang, Hua Jie; Zhong, Xiu Mei; Yu, Jie et al.
In: Angewandte Chemie - International Edition, Vol. 58, No. 6, 04.02.2019, p. 1803-1807.

Research output: Contribution to journal › Journal Article › peer-review

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AU - Zhang, Ying

AU - Zhang, Xinhao

AU - Wu, Yun Dong

AU - Gong, Liu Zhu

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KW - C−H functionalization

KW - chiral phosphoramidites

KW - cobalt

KW - palladium

KW - synergistic effects

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Jiang HJ, Zhong XM, Yu J, Zhang Y, Zhang X, Wu YD et al. Assembling a Hybrid Pd Catalyst from a Chiral Anionic Co ^III Complex and Ligand for Asymmetric C(sp ³ )–H Functionalization Angewandte Chemie - International Edition. 2019 Feb 4;58(6):1803-1807. doi: 10.1002/anie.201812426