Abstract
Alkyl-alkyl cross-coupling through well-defined mechanisms that allow for controlled oxidative addition, prevent β-hydride elimination, and tolerate hindered electrophiles is still challenging. Described herein is a redox-active ligand-enabled alkyl-alkyl cross-coupling using a d0 metal. This tris(amido) ScIII complex as well as the oxidized variant have been thoroughly characterized (NMR, X-ray, EPR, CV, UV-vis, DFT). Insight into the likely radical nature of the mechanism is disclosed. Additionally, a substrate scope that includes functional groups incompatible with late-transition-metal catalysis and both coupling partners bearing β-hydrogens is reported.
Original language | English (US) |
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Pages (from-to) | 3094-3099 |
Number of pages | 6 |
Journal | ACS Catalysis |
Volume | 12 |
Issue number | 5 |
DOIs | |
State | Published - Mar 4 2022 |
Bibliographical note
Funding Information:Financial support was provided by the University of Minnesota and the Petroleum Research Fund of the American Chemical Society (ACS PRF 62432-DNI1).
Publisher Copyright:
© 2022 American Chemical Society.
Keywords
- alkyl-alkyl bonds
- cross-coupling
- redox-active ligands
- scandium catalysis