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 2:20:21
Control experiments OIP. CoBr2 (5 mol%) NaBHEt3 (15 mol%) SiHPh2 Ph2SiH2 47% (17% HSi) IIP CoBr2: 77% 18% yield, 67/33 (b/l) 90% yield, 94/6 (b/l) Chin. J. Org. Chem. 2019, 39.1704 H-SiHPh2 H-Bpin SiHPh2 Bpin cat. OIP-[Co] cat. OIP-[Co] ~10% yield [Co-H] 81% yield, 98% ee Angew. Chem. Int. Ed. 2015, 54, 4661 Org. Chem. Front., 2014, 1, 1306 Proposed intermediates: SiHPh
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References
  • 1.
    B. Cheng et al. (2019) Cobalt-Catalyzed Dehydrogenative Silylation of Vinylarenes. Chinese Journal of Organic Chemistry
  • 2.
    J. Chen et al. (2015) Iron‐Catalyzed Asymmetric Hydrosilylation of 1,1‐Disubstituted Alkenes. Angewandte Chemie International Edition
  • 3.
    J. Chen et al. (2014) Asymmetric cobalt catalysts for hydroboration of 1,1-disubstituted alkenes. Organic Chemistry Frontiers
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Summary (AI generated)

Using cyle as a reagent inhibits the reaction. In this experiment, both the cobalt one carbohydrate and the cobalt cell are present. However, the cobalt cyne is more favored, so we are attempting to resolve the compatibility of the catalyst.