Citation: Shufang Zhang, Chengxia Miao, Daqian Xu, Wei Sun, Chungu Xia. CuI/N4 ligand/TEMPO derivatives: A mild and highly efficient system for aerobic oxidation of primary alcohols[J]. Chinese Journal of Catalysis, ;2014, 35(11): 1864-1873. doi: 10.1016/S1872-2067(14)60161-3 shu

CuI/N4 ligand/TEMPO derivatives: A mild and highly efficient system for aerobic oxidation of primary alcohols

Shufang Zhang ^a,b ,
Chengxia Miao ^a,, ,
Daqian Xu ^a ,
Wei Sun ^a,, ,
Chungu Xia ^a

1.
a State Key Laboratory for Oxo Synthesis and Selective Oxidation, Lanzhou Institute of Chemical Physics, Chinese Academy of Sciences, Lanzhou 730000, Gansu, China;

Corresponding author: Chengxia Miao, Wei Sun,
Received Date: 1 May 2014
Available Online: 3 June 2014
Fund Project: 国家自然科学基金(21103207,21133011). (21103207,21133011)

A new system consisting of a copper(I) complex generated in situ from a tetradentate nitrogen ligand and CuI in combination with 2,2,6,6-tetramethylpiperidine-1-oxyl (TEMPO) derivatives was successfully developed. The system was suitable for efficient and selective aerobic oxidation of primary benzyl and allyl alcohols with a wide range of functional groups to the corresponding aldehydes at room temperature. The best result was obtained with N,N'-dimethyl-N,N'-bis(2- pyridylmethyl)ethane-1,2-diamine as the ligand and 4-OH-TEMPO as a cocatalyst in CH₃CN. In addition, high-resolution mass spectrometry, ultraviolet-visible spectroscopy, and electrochemical experiments were used to provide evidence of intermediates.
- Alcohol,
- Aerobic oxidation,
- Tetradentate nitrogen ligand,
- Copper,
- 2,2,6,6-tetramethylpiperidine-1-oxyl
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