Ligand-free cross-coupling of electron-poor aryl triflates with ZnCl 2 complexes of amines

Juan Xu; Daxin Shi; Zhen Wei; Yingfei Wei; Qi Zhang; Jiarong Li

doi:10.6023/cjoc1109301

Ligand-free cross-coupling of electron-poor aryl triflates with ZnCl ₂ complexes of amines

Juan Xu^*, Daxin Shi, Zhen Wei, Yingfei Wei, Qi Zhang, Jiarong Li

^*Corresponding author for this work

School of Chemistry and Chemical Engineering

Beijing Institute of Technology

Research output: Contribution to journal › Article › peer-review

2 Citations (Scopus)

Abstract

The efficient conversion of electron-poor aryl triflates to the corresponding aromatic amines was accomplished by using ZnCl ₂complexes of organic amines as nitrogen source with K ₂CO₃ as the base in DMSO. The coupling reaction was performed in air and ligand-free without the sealed vessel. A possible mechanism, which was different with aromatic nucleophilic substitution (S _NAr), was proposed. The animation products were confirmed by ¹H NMR, IR and MS techniques.

Original language	English
Pages (from-to)	776-780
Number of pages	5
Journal	Chinese Journal of Organic Chemistry
Volume	32
Issue number	4
DOIs	https://doi.org/10.6023/cjoc1109301
Publication status	Published - Apr 2012

Keywords

Aromatic amine
Electron-poor aryl triflates
Formation of aromatic c-n bond

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abstract = "The efficient conversion of electron-poor aryl triflates to the corresponding aromatic amines was accomplished by using ZnCl 2complexes of organic amines as nitrogen source with K 2CO3 as the base in DMSO. The coupling reaction was performed in air and ligand-free without the sealed vessel. A possible mechanism, which was different with aromatic nucleophilic substitution (S NAr), was proposed. The animation products were confirmed by 1H NMR, IR and MS techniques.",

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AU - Xu, Juan

AU - Shi, Daxin

AU - Wei, Zhen

AU - Wei, Yingfei

AU - Zhang, Qi

AU - Li, Jiarong

PY - 2012/4

Y1 - 2012/4

N2 - The efficient conversion of electron-poor aryl triflates to the corresponding aromatic amines was accomplished by using ZnCl 2complexes of organic amines as nitrogen source with K 2CO3 as the base in DMSO. The coupling reaction was performed in air and ligand-free without the sealed vessel. A possible mechanism, which was different with aromatic nucleophilic substitution (S NAr), was proposed. The animation products were confirmed by 1H NMR, IR and MS techniques.

AB - The efficient conversion of electron-poor aryl triflates to the corresponding aromatic amines was accomplished by using ZnCl 2complexes of organic amines as nitrogen source with K 2CO3 as the base in DMSO. The coupling reaction was performed in air and ligand-free without the sealed vessel. A possible mechanism, which was different with aromatic nucleophilic substitution (S NAr), was proposed. The animation products were confirmed by 1H NMR, IR and MS techniques.

KW - Aromatic amine

KW - Electron-poor aryl triflates

KW - Formation of aromatic c-n bond

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DO - 10.6023/cjoc1109301

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EP - 780

JO - Chinese Journal of Organic Chemistry

JF - Chinese Journal of Organic Chemistry

IS - 4

ER -

Ligand-free cross-coupling of electron-poor aryl triflates with ZnCl ₂ complexes of amines

Abstract

Keywords

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