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Citation: YUAN Shi-Zhena, JIANG Guo-Shun. Coupling Reaction of Carbonyl Compounds Mediated by Zinc in Aqueous Media[J]. Chinese Journal of Applied Chemistry, ;2007, 24(12): 1455-1457. shu

Coupling Reaction of Carbonyl Compounds Mediated by Zinc in Aqueous Media

YUAN Shi-Zhena ^a,, ,
JIANG Guo-Shun ^b

1.
a Department of Material and Chemical Engineering, Anhui Institute of Architecture & Industry, Hefei 230022;
2.
b Institute of Chemical and Material Science Engineering, University of Science and Technology of China, Hefei

Corresponding author: YUAN Shi-Zhena,
Received Date: 9 January 2007
Available Online: 28 April 2007
Fund Project:

A convenient,efficient pinacol coupling of carbonyl compounds mediated by zinc in good yields was carried out in water in the presence of NH₄Cl and tiny Bu₄NCl or Bu₄PBr.It was highly effective to enhance yields of pinacol by adding a small amount of Bu₄NCl or Bu₄PBr,the yield of pinacol was increased from 53% to 87%,and it was strongly affected by the steric environment surrounding the carbonyl group.The pinacol coupling of aromatic aldehydes was also completed with high yields under above conditions.However,the diastereoselectivities of pinacols were not effective,and the ketones and most aliphatic aldehydes appeared to be inert under the same reaction conditions.
- zincum,
- pinacol coupling,
- tetrabutylammonium salt,
- aqueous medium
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