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Preparation of a Corannulene-functionalized Hexahelicene by CopperI-catalyzed Alkyne-azide Cycloaddition of Nonplanar Polyaromatic Units
Published on: September 18, 2016
Migratory insertion of copper-allenylidene from propargyl ester
Qinglin Yao1, Boxiang Liu1, Tongxiang Cao1
1Key Lab of Functional Molecular Engineering of Guangdong Province, School of Chemistry and Chemical Engineering, South China University of Technology, Guangzhou 510640, P. R. China. zhusf@scut.edu.cn.
Abstract:
The highly efficient copper-catalyzed homo-dimerization and cross-coupling of propargyl esters have been developed. Various 1-en-3,5-diynes, [5]cumulenes and 1,3-diynes were successfully furnished via the copper-allenylidene intermediates with moderate to excellent yields. Migratory insertion is proposed as the key step to achieve the selectivity at the carbene carbon of the copper-allenylidene.
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