1. Copper(II)/Palladium(II) catalysed highly selective cross-coupling of terminal alkynes in supercritical carbon dioxide
- Author
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Yunlong Wang, Fa-Wang Li, Quanling Suo, Ya-Qi Wang, Limin Han, and Lin-Lin Guo
- Subjects
Reaction mechanism ,Supercritical carbon dioxide ,010405 organic chemistry ,Chemistry ,Organic Chemistry ,chemistry.chemical_element ,Tetramethylethylenediamine ,010402 general chemistry ,01 natural sciences ,Biochemistry ,Copper ,0104 chemical sciences ,Catalysis ,chemistry.chemical_compound ,Drug Discovery ,Polymer chemistry ,Selectivity ,Bimetallic strip ,Palladium - Abstract
An efficient protocol for the synthesis of unsymmetrical 1,3-diynes was developed using supercritical carbon dioxide (ScCO2) as the solvent. The direct coupling of two different terminal alkynes is catalysed by a bimetallic catalyst, CuCl2·2H2O/Pd(NH3)4Cl2·H2O, in the presence of the base tetramethylethylenediamine (TMEDA) and O2. In pure ScCO2, our bimetallic catalytic system maintains high activity over a wide substrate scope to provide unsymmetrical 1,3-diynes in good to excellent yields. In the proposed reaction mechanism, the synergistic cooperation between copper(II) and palladium(II) centres is responsible for the superior selectivity of the cross-coupling.
- Published
- 2018
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