Cobalt nanoparticles-catalyzed aerobic oxygenation and esterification of alkynes via C≡C bonds cleavage
Summary: An unprecedented efficient protocol is developed for the oxidative cleavage of C≡C bonds in alkynes to produce structure-diverse esters using heterogeneous cobalt nanoparticles as catalyst with molecular oxygen as the oxidant. A diverse set of mono- and multisubstituted aromatic and aliphat...
| Main Authors: | , , , , , |
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| Format: | Article |
| Language: | English |
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Elsevier
2023-09-01
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| Series: | iScience |
| Subjects: | |
| Online Access: | http://www.sciencedirect.com/science/article/pii/S2589004223016851 |
| _version_ | 1797737997655867392 |
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| author | Yujing Li Huihui Luo Shuo Wang Lei Li Guosong Li Wen Dai |
| author_facet | Yujing Li Huihui Luo Shuo Wang Lei Li Guosong Li Wen Dai |
| author_sort | Yujing Li |
| collection | DOAJ |
| description | Summary: An unprecedented efficient protocol is developed for the oxidative cleavage of C≡C bonds in alkynes to produce structure-diverse esters using heterogeneous cobalt nanoparticles as catalyst with molecular oxygen as the oxidant. A diverse set of mono- and multisubstituted aromatic and aliphatic alkynes can be effectively cleaved and converted into the corresponding esters. Characterization analysis and control experiments indicate high surface area and pore volume, as well as nanostructured nitrogen-doped graphene-layer coated cobalt nanoparticles are possibly responsible for excellent catalytic activity. Mechanistic studies reveal that ketones derived from alkynes under oxidative conditions are formed as intermediates, which subsequently are converted to esters through a tandem sequential process. The catalyst can be recycled up to five times without significant loss of activity. |
| first_indexed | 2024-03-12T13:36:33Z |
| format | Article |
| id | doaj.art-9ddb630ccf8b4ecfa74963e56615bd20 |
| institution | Directory Open Access Journal |
| issn | 2589-0042 |
| language | English |
| last_indexed | 2024-03-12T13:36:33Z |
| publishDate | 2023-09-01 |
| publisher | Elsevier |
| record_format | Article |
| series | iScience |
| spelling | doaj.art-9ddb630ccf8b4ecfa74963e56615bd202023-08-24T04:35:25ZengElsevieriScience2589-00422023-09-01269107608Cobalt nanoparticles-catalyzed aerobic oxygenation and esterification of alkynes via C≡C bonds cleavageYujing Li0Huihui Luo1Shuo Wang2Lei Li3Guosong Li4Wen Dai5School of Petrochemical Engineering, Liaoning Petrochemical University, Fushun 113001, P.R. China; Dalian Institute of Chemical Physics, Chinese Academy of Sciences, Dalian 116023, P.R. ChinaDalian Institute of Chemical Physics, Chinese Academy of Sciences, Dalian 116023, P.R. China; University of Chinese Academy of Sciences, Beijing 100049, P.R. ChinaDalian Institute of Chemical Physics, Chinese Academy of Sciences, Dalian 116023, P.R. ChinaSchool of Petrochemical Engineering, Liaoning Petrochemical University, Fushun 113001, P.R. China; Corresponding authorDalian Institute of Chemical Physics, Chinese Academy of Sciences, Dalian 116023, P.R. ChinaDalian Institute of Chemical Physics, Chinese Academy of Sciences, Dalian 116023, P.R. China; Corresponding authorSummary: An unprecedented efficient protocol is developed for the oxidative cleavage of C≡C bonds in alkynes to produce structure-diverse esters using heterogeneous cobalt nanoparticles as catalyst with molecular oxygen as the oxidant. A diverse set of mono- and multisubstituted aromatic and aliphatic alkynes can be effectively cleaved and converted into the corresponding esters. Characterization analysis and control experiments indicate high surface area and pore volume, as well as nanostructured nitrogen-doped graphene-layer coated cobalt nanoparticles are possibly responsible for excellent catalytic activity. Mechanistic studies reveal that ketones derived from alkynes under oxidative conditions are formed as intermediates, which subsequently are converted to esters through a tandem sequential process. The catalyst can be recycled up to five times without significant loss of activity.http://www.sciencedirect.com/science/article/pii/S2589004223016851Organic synthesisInterface science |
| spellingShingle | Yujing Li Huihui Luo Shuo Wang Lei Li Guosong Li Wen Dai Cobalt nanoparticles-catalyzed aerobic oxygenation and esterification of alkynes via C≡C bonds cleavage iScience Organic synthesis Interface science |
| title | Cobalt nanoparticles-catalyzed aerobic oxygenation and esterification of alkynes via C≡C bonds cleavage |
| title_full | Cobalt nanoparticles-catalyzed aerobic oxygenation and esterification of alkynes via C≡C bonds cleavage |
| title_fullStr | Cobalt nanoparticles-catalyzed aerobic oxygenation and esterification of alkynes via C≡C bonds cleavage |
| title_full_unstemmed | Cobalt nanoparticles-catalyzed aerobic oxygenation and esterification of alkynes via C≡C bonds cleavage |
| title_short | Cobalt nanoparticles-catalyzed aerobic oxygenation and esterification of alkynes via C≡C bonds cleavage |
| title_sort | cobalt nanoparticles catalyzed aerobic oxygenation and esterification of alkynes via c≡c bonds cleavage |
| topic | Organic synthesis Interface science |
| url | http://www.sciencedirect.com/science/article/pii/S2589004223016851 |
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