Base-Metal Catalysis - presented by Prof. Lingling Chu and Assoc. Prof. Ming Joo Koh and Prof. Zhan Lu and Assoc. Prof. Tatsuhiko Yoshino and Prof. Naohiko Yoshikai

Base-Metal Catalysis

Lingling Chu, Ming Joo Koh, Zhan Lu and Tatsuhiko Yoshino

Prof. Lingling ChuAssoc. Prof. Ming Joo KohAssoc. Prof. Tatsuhiko YoshinoProf. Zhan Lu
Slide at 2:12:03
Part II: Ligands regulate the coordination modes and valence states of metals
ChemPubSoc
CHEMCATCHEM
Europe
DOI: 10.1002/cctc.201500348
Highlights
Substrates:
An Iron Catalyst for Asymmetric Alkene Hydrosilylation
Georgii Nikonov
HBpin
PhSiH3
Ph2SiH2
Proposed d7 Iron (I) intermediates:
-SiHPh2
Fe-H
SiH2Ph
OIP.Fe-H
OIP.Fe-SiH2Ph
OIPFe(Ph2SiH2)-H
Products:
BPin
SiH2Ph
SiHPh2
Check's catalysis
up to 99% ee
up to 99% ee
up to 99% ee
Scheme
Asymmetric reductive type reactions of olefins via low valent iron catalysis
Lu, Z. et al Org. Lett. 2014, 16, 6452; Angew. Chem. Int. Ed. 2015, 54, 4661; J. Am. Chem. Soc. 2018, 140, 5014; iScience 2020, 23,
100985; J. Am. Chem. Soc. 2021, 143, 12433.
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References
  • 1.
    G. I. Nikonov (2015) An Iron Catalyst for Asymmetric Alkene Hydrosilylation. ChemCatChem
  • 2.
    J. Chen et al. (2014) Iminopyridine Oxazoline Iron Catalyst for Asymmetric Hydroboration of 1,1-Disubtituted Aryl Alkenes. Organic Letters
  • 3.
    J. Chen et al. (2015) Iron‐Catalyzed Asymmetric Hydrosilylation of 1,1‐Disubstituted Alkenes. Angewandte Chemie International Edition
  • 4.
    B. Cheng et al. (2018) Iron-Catalyzed Highly Enantioselective Hydrosilylation of Unactivated Terminal Alkenes. Journal of the American Chemical Society
  • 5.
    C. Chen et al. (2020) Iron-Catalyzed Asymmetric Hydrosilylation of Vinylcyclopropanes via Stereospecific C-C Bond Cleavage. iScience
  • 6.
    P. Lu et al. (2021) Iron-Catalyzed Highly Enantioselective Hydrogenation of Alkenes. Journal of the American Chemical Society
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but they still have a problem.