Copper(II)/Palladium(II) catalysed highly selective cross-coupling of terminal alkynes in supercritical carbon dioxide
| Autor: | Yunlong Wang, Fa-Wang Li, Quanling Suo, Ya-Qi Wang, Limin Han, Lin-Lin Guo |
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| Rok vydání: | 2018 |
| Předmět: |
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 |
| Zdroj: | Tetrahedron. 74:1918-1925 |
| ISSN: | 0040-4020 |
| DOI: | 10.1016/j.tet.2018.02.060 |
| Popis: | 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. |
| Databáze: | OpenAIRE |
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