- 1,2-Bond Shift Isomerization on Copper
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Besides yielding 3-ethyl-3-hydroxypentan-2-one (2) and 3-ethylpentan-2-one (4), 3-ethylpentane-2,3-diol (1) is transformed on copper catalysts into 4-methyl-4-hydroxyhexan-3-one (3) and 4-methylhexan-3-one (5), via 1,2-ethyl migration, this being the first experimental observation of 1,2-bond shift isomerization on copper.
- Bartok, Mihaly,Molnar, Arpad
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- An efficient and recyclable AgNO3/ionic liquid system catalyzed atmospheric CO2 utilization: Simultaneous synthesis of 2-oxazolidinones and α-hydroxyl ketones
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Oxazolidinones and α-hydroxyl ketones are two series of fine chemicals that have been generally utilized in biological, pharmaceutical, and synthetic chemistry. Herein, a AgNO3/ionic liquid (IL) catalytic system was developed for the simultaneous synthesis of these compounds through the atom-economical three-component reactions of propargyl alcohols, 2-aminoethanols, and CO2. Notably, this system behaved excellent catalytic activity with the lowermost metal loading of 0.25 mol%. Meanwhile, it is the first reported metal-catalyzed system that could efficiently work under atmospheric CO2 pressure and be recycled at least five times. Evaluation of the green metrics proved the AgNO3/IL-catalyzed processes to be relatively more sustainable and greener than the other Ag-catalyzed examples. Further mechanistic investigations revealed the derivative active species of N-heterocyclic carbene (NHC) silver complexes and CO2 adducts generated during the process. Subsequently, their reactivity in this reaction was assessed for the first time, which was finally identified as beneficial for the catalytic activity.
- Bu, Chao,Chaemchuen, Somboon,Chen, Cheng,Du, Minchen,Gong, Yanyan,Hu, Jia,Verpoort, Francis,Yuan, Ye,Zhang, Yongxing
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- Cobaltocene-Catalyzed Reaction of Carbon Dioxide with Propargyl Alcohols
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The reaction of carbon dioxide with α-ethynyl tertiary alcohols has been catalyzed by cobaltocene to give α-methylene cyclic carbonates in good yields. α-Ethynyl primary or secondary alcohols give noncyclic alkyl carbonates in fair yields.
- Inoue, Yoshio,Ishikawa, Jiro,Taniguchi, Masaaki,Hashimoto, Harukichi
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p. 1204 - 1206
(2007/10/02)
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