ArticleTetrahedron2018
Ligation state of nickel during C-O bond activation with monodentate phosphines.
Article in Tetrahedron, 2018. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 6 papers.
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The abstract states no effect estimate the extractor could read, or names no intervention and outcome on the map, so this paper lights no cell and moves no belief. It is still indexed, cited and linked below.
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Who cites it
6 citing papers in PubMed.
- Comparison of Monophosphine and Bisphosphine Precatalysts for Ni-Catalyzed Suzuki-Miyaura Cross-Coupling: Understanding the Role of the Ligation State in Catalysis.ACS catalysis · 2023Article
- Enantioselective alkylative cross-coupling of unactivated aromatic C-O electrophiles.Nature communications · 2022Article
- Solvent coordination to palladium can invert the selectivity of oxidative addition.Chemical science · 2022Article
- [Ni(NHC)Chemistry (Weinheim an der Bergstrasse, Germany) · 2021Article
- Small Phosphine Ligands Enable Selective Oxidative Addition of Ar-O over Ar-Cl Bonds at Nickel(0).Journal of the American Chemical Society · 2020Article
- Nickel-Catalyzed Stille Cross Coupling of C-O Electrophiles.ACS catalysis · 2019Article
Corrections and comments
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Authors and funding
2 authors.
Funding
Abstract
The oxidative addition of phenolic electrophiles at Ni(0) in the presence of monodentate phosphine ligands was studied with both dispersion-free and dispersion-containing DFT methods. With the popular bulky ligand PCy3, consideration of dispersion has a striking effect on the predicted ligation state of nickel during oxidative addition of aryl sulfamates. Dispersioncontaining methods such as M06L indicate a clear preference for a bis-phosphine ligated transition state (TS), while dispersion free methods like B3LYP strongly favor a monophosphine ligated TS. This discrepancy in predicted ligation state is also found with small phosphines (PMe3) in combination with some aryl electrophiles (carbamates, acetates, pivalates, chlorides), but a bis-PMe3-ligated TS is predicted regardless of dispersion for other electrophiles (sulfamates, mesylates, tosylates). DFT calculations that include dispersion also offer a possible explanation for the observed poor efficacy of P
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