CCl<sub>4</sub>-TMEDA-CuCl—A Novel Convenient Catalytic System for Dimerization of Terminal Acetylenes in Mild Conditions
A novel catalytic system for homocoupling terminal acetylenes was elaborated based on CuCl as a catalyst (10 mol%), TMEDA as a base and CCl<sub>4</sub> as an oxidant. The influence of the solvent, base, amount of catalyst and CCl<sub>4</sub> on the reaction was investigated....
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| Format: | Article |
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MDPI AG
2023-09-01
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| Series: | Catalysts |
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| Online Access: | https://www.mdpi.com/2073-4344/13/10/1330 |
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| author | Vasiliy M. Muzalevskiy Alexey V. Shastin Sarvinoz I. Tirkasheva Odiljon E. Ziyadullaev Askar B. Parmanov Valentine G. Nenajdenko |
| author_facet | Vasiliy M. Muzalevskiy Alexey V. Shastin Sarvinoz I. Tirkasheva Odiljon E. Ziyadullaev Askar B. Parmanov Valentine G. Nenajdenko |
| author_sort | Vasiliy M. Muzalevskiy |
| collection | DOAJ |
| description | A novel catalytic system for homocoupling terminal acetylenes was elaborated based on CuCl as a catalyst (10 mol%), TMEDA as a base and CCl<sub>4</sub> as an oxidant. The influence of the solvent, base, amount of catalyst and CCl<sub>4</sub> on the reaction was investigated. Methanol was found to be the solvent of choice. The broad synthetic scope of the reaction was demonstrated. Diynes with various substituents were prepared in up to 92% yields. The possible reaction mechanism is discussed. |
| first_indexed | 2024-03-10T21:21:26Z |
| format | Article |
| id | doaj.art-39f583b39a4a44fea25821cfca0dbfb5 |
| institution | Directory Open Access Journal |
| issn | 2073-4344 |
| language | English |
| last_indexed | 2024-03-10T21:21:26Z |
| publishDate | 2023-09-01 |
| publisher | MDPI AG |
| record_format | Article |
| series | Catalysts |
| spelling | doaj.art-39f583b39a4a44fea25821cfca0dbfb52023-11-19T16:00:59ZengMDPI AGCatalysts2073-43442023-09-011310133010.3390/catal13101330CCl<sub>4</sub>-TMEDA-CuCl—A Novel Convenient Catalytic System for Dimerization of Terminal Acetylenes in Mild ConditionsVasiliy M. Muzalevskiy0Alexey V. Shastin1Sarvinoz I. Tirkasheva2Odiljon E. Ziyadullaev3Askar B. Parmanov4Valentine G. Nenajdenko5Department of Chemistry, Lomonosov Moscow State University, 119899 Moscow, RussiaInstitute of Problems of Chemical Physics, Russian Academy of Sciences, 142432 Chernogolovka, RussiaDepartment of Chemistry, Chirchik State Pedagogical University, A. Temur 104, Chirchik 111700, UzbekistanDepartment of Chemistry, Chirchik State Pedagogical University, A. Temur 104, Chirchik 111700, UzbekistanDeparment of General and Oil-Gas Chemistry, National University of Uzbekistan, University Street 4, Almazar District, Tashkent 100174, UzbekistanInstitute of Problems of Chemical Physics, Russian Academy of Sciences, 142432 Chernogolovka, RussiaA novel catalytic system for homocoupling terminal acetylenes was elaborated based on CuCl as a catalyst (10 mol%), TMEDA as a base and CCl<sub>4</sub> as an oxidant. The influence of the solvent, base, amount of catalyst and CCl<sub>4</sub> on the reaction was investigated. Methanol was found to be the solvent of choice. The broad synthetic scope of the reaction was demonstrated. Diynes with various substituents were prepared in up to 92% yields. The possible reaction mechanism is discussed.https://www.mdpi.com/2073-4344/13/10/1330tetrachloromethaneacetyleneoxidative homocouplingdiynecopper |
| spellingShingle | Vasiliy M. Muzalevskiy Alexey V. Shastin Sarvinoz I. Tirkasheva Odiljon E. Ziyadullaev Askar B. Parmanov Valentine G. Nenajdenko CCl<sub>4</sub>-TMEDA-CuCl—A Novel Convenient Catalytic System for Dimerization of Terminal Acetylenes in Mild Conditions Catalysts tetrachloromethane acetylene oxidative homocoupling diyne copper |
| title | CCl<sub>4</sub>-TMEDA-CuCl—A Novel Convenient Catalytic System for Dimerization of Terminal Acetylenes in Mild Conditions |
| title_full | CCl<sub>4</sub>-TMEDA-CuCl—A Novel Convenient Catalytic System for Dimerization of Terminal Acetylenes in Mild Conditions |
| title_fullStr | CCl<sub>4</sub>-TMEDA-CuCl—A Novel Convenient Catalytic System for Dimerization of Terminal Acetylenes in Mild Conditions |
| title_full_unstemmed | CCl<sub>4</sub>-TMEDA-CuCl—A Novel Convenient Catalytic System for Dimerization of Terminal Acetylenes in Mild Conditions |
| title_short | CCl<sub>4</sub>-TMEDA-CuCl—A Novel Convenient Catalytic System for Dimerization of Terminal Acetylenes in Mild Conditions |
| title_sort | ccl sub 4 sub tmeda cucl a novel convenient catalytic system for dimerization of terminal acetylenes in mild conditions |
| topic | tetrachloromethane acetylene oxidative homocoupling diyne copper |
| url | https://www.mdpi.com/2073-4344/13/10/1330 |
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