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 1:06:29
Tandem Heck reaction/alkene isomerization by
NHC-Ni catalysis
Stereoselectivity of alkene isomerization step
Stereodetermining C-H insertion
isomerization
TS I
TS I
TS II
reductive
(trans-selective)
(cis-selective)
elimination
favored
disfavored
(a) Liu, C.-F. et al. Nat. Catal.
2021, 4, 674.
(b) Zhao, Y. et al. ACIE,
trans alkene
With Gutierrez group (Texas A&M)
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
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Summary (AI generated)

Different types of Alkins, such as Alkins trub Alkins and Tetra alkins, can be accessed in good stereo activity despite being asymmetrical. High selectivity is not achievable compared to tr subs due to the lower energy difference between competing Transition states. However, purification of these ez isomers can be done through simple chromatography. The scope of products that can be made includes bo sub to our kins, utilizing the Klement strategy in addition to existing methods such as reactions or metasis reactions.