引用本文:
Qing Lu Zhao, Lai Lai Wang. A novel ligand-free palladium catalytic system with SO3H-functional ionic liquids as cocatalyst for amidocarbonylation reaction[J]. Chinese Chemical Letters,
2008, 19(10): 1175-1178.
doi:
10.1016/j.cclet.2008.07.005
Citation: Qing Lu Zhao, Lai Lai Wang. A novel ligand-free palladium catalytic system with SO3H-functional ionic liquids as cocatalyst for amidocarbonylation reaction[J]. Chinese Chemical Letters, 2008, 19(10): 1175-1178. doi: 10.1016/j.cclet.2008.07.005
Citation: Qing Lu Zhao, Lai Lai Wang. A novel ligand-free palladium catalytic system with SO3H-functional ionic liquids as cocatalyst for amidocarbonylation reaction[J]. Chinese Chemical Letters, 2008, 19(10): 1175-1178. doi: 10.1016/j.cclet.2008.07.005
A novel ligand-free palladium catalytic system with SO3H-functional ionic liquids as cocatalyst for amidocarbonylation reaction
摘要:
Effects of Lewis acid BF3·OEt2,and Brønsted acids TsOH,CF3COOH,H3PO4,and HClO4 as cocatalyst respectively on the ligand-free palladium-catalyzed amidocarbonylation were investigated.SO3H-functional ionic liquids 1-methyl-3-(4-sulfonic acid)butylimidazolium hydrosulfate[MIm(CH2)4SO3H][HSO4]and 1-methyl-3-(4-sulfonic acid)butyrlimidazolium triflate [MIm(CH2)4SO3H][OTf]were firstly employed as cocatalysts instead of these Lewis acid and Brønsted acids.By using a ligand-free and weak corrosive catalyst in situ prepared form PdBr2,LiBr·H2O,and[MIm(CH2)4SO3H][OTq,the amidocarbonylation of benzaldehyde,acetamide,and CO could proceed smoothly and afford N-acetyl-α-phenylglycine with yield of 58% in [C6mim]PF6 medium.
English
A novel ligand-free palladium catalytic system with SO3H-functional ionic liquids as cocatalyst for amidocarbonylation reaction
Abstract:
Effects of Lewis acid BF3·OEt2,and Brønsted acids TsOH,CF3COOH,H3PO4,and HClO4 as cocatalyst respectively on the ligand-free palladium-catalyzed amidocarbonylation were investigated.SO3H-functional ionic liquids 1-methyl-3-(4-sulfonic acid)butylimidazolium hydrosulfate[MIm(CH2)4SO3H][HSO4]and 1-methyl-3-(4-sulfonic acid)butyrlimidazolium triflate [MIm(CH2)4SO3H][OTf]were firstly employed as cocatalysts instead of these Lewis acid and Brønsted acids.By using a ligand-free and weak corrosive catalyst in situ prepared form PdBr2,LiBr·H2O,and[MIm(CH2)4SO3H][OTq,the amidocarbonylation of benzaldehyde,acetamide,and CO could proceed smoothly and afford N-acetyl-α-phenylglycine with yield of 58% in [C6mim]PF6 medium.
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Key words:
- Amidocarbonylation
- / Palladium
- / Ionic liquids
- / Benzaldehyde
- / N-Acyl-α-amino acid
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