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 1:05:49
Tandem Heck reaction/alkene isomerization by NHC-Ni catalysis Monosubstituted to tri- and tetrasubstituted alkenes in 1 step regiocontrolled functionalization Ni-1 (catalyst), NaOt-Am (electrophilic reagent) (a) Liu, C.-F. et al. Nat. Catal. monosubstituted a-olefins tri- and 2021, 4, 674. (abundant, inexpensive) tetrasubstituted olefins (b) Zhao, Y. et al. ACIE, 2022, 61, e202202674.
1
2
References
  • 1.
    C. Liu et al. (2021) Olefin functionalization/isomerization enables stereoselective alkene synthesis. Nature Catalysis
  • 2.
    Y. Zhao et al. (2022) Stereoselective Synthesis of Trisubstituted Alkenes by Nickel‐Catalyzed Benzylation and Alkene Isomerization. Angewandte Chemie International Edition
Share slide
Summary (AI generated)

We have calculated computations to determine the steps that result in high activity. The stereodetermining step involves the insertion of a Nickel species onto the ach bond to avoid static repulsion between the energy ligand and the X step ligands on the Nickel center. This ch insertion is stereoselective. By rotating the CC bond, the carbon Nickel bond and the π bonds and π orbitals can align in a way that allows for stereo retentive summarization to occur. This species will then undergo reductive elimination to form the final product. This summarization process is unique compared to existing routes and showcases the potential of our work.