ArticleChemistry (Weinheim an der Bergstrasse, Germany)2020
Esterification of Tertiary Amides: Remarkable Additive Effects of Potassium Alkoxides for Generating Hetero Manganese-Potassium Dinuclear Active Species.
Article in Chemistry (Weinheim an der Bergstrasse, Germany), 2020. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 4 papers.
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4 citing papers in PubMed.
- Recent advances in the cleavage of non-activated amides.Beilstein journal of organic chemistry · 2026Review
- Amide-Based Anti-Wear/Extreme-Pressure Additives for Silica-Thickened Greases: Structure and Wear Resistance.Molecules (Basel, Switzerland) · 2025Article
- Direct esterification of amides by the dimethylsulfate-mediated activation of amide C-N bonds.Communications chemistry · 2024Article
- Esterification of Tertiary Amides: Remarkable Additive Effects of Potassium Alkoxides for Generating Hetero Manganese-Potassium Dinuclear Active Species.Chemistry (Weinheim an der Bergstrasse, Germany) · 2020Article
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Abstract
A catalyst system of mononuclear manganese precursor 3 combined with potassium alkoxide served as a superior catalyst compared with our previously reported manganese homodinuclear catalyst 2 a for esterification of not only tertiary aryl amides, but also tertiary aliphatic amides. On the basis of stoichiometric reactions of 3 and potassium alkoxide salt, kinetic studies, and density functional theory (DFT) calculations, we clarified a plausible reaction mechanism in which in situ generated manganese-potassium heterodinuclear species cooperatively activates the carbonyl moiety of the amide and the OH moiety of the alcohols. We also revealed details of the reaction mechanism of our previous manganese homodinuclear system 2 a, and we found that the activation free energy (ΔG
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