d0 Metal-Catalyzed Alkyl-Alkyl Cross-Coupling Enabled by a Redox-Active Ligand

被引：23

作者：

Belli, Roman G. ^{[1
]}

Tafuri, Victoria C. ^{[1
]}

Joannou, Matthew, V ^{[2
]}

Roberts, Courtney C. ^{[1
]}

机构：

[1] Univ Minnesota, Dept Chem, Minneapolis, MN 55455 USA

[2] Bristol Myers Squibb Co, Chem Proc Dev, New Brunswick, NJ 08903 USA

来源：

ACS CATALYSIS | 2022年 / 12卷 / 05期

关键词：

cross-coupling; scandium catalysis; alkyl-alkyl bonds; redox-active ligands; COMPLEXES; CHEMISTRY; SCANDIUM; ELIMINATION; INSERTION; PERMETHYLSCANDOCENE; REACTIVITY; CRYSTAL; PD;

D O I：

10.1021/acscatal.1c06002

中图分类号：

O64 [物理化学（理论化学）、化学物理学];

学科分类号：

070304 ; 081704 ;

摘要：

Alkyl-alkyl cross-coupling through well-defined mechanisms that allow for controlled oxidative addition, prevent beta-hydride elimination, and tolerate hindered electrophiles is still challenging. Described herein is a redox-active ligand-enabled alkyl-alkyl cross-coupling using a d(0) metal. This tris(amido) Sc-III 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 beta-hydrogens is reported.

引用

页码：3094 / 3099

页数：6

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