Pseudohomogeneous metallic catalyst based on tungstate-decorated amphiphilic carbon quantum dots for selective oxidative scission of alkenes to aldehyde
Abstract Herein, we present an interesting role of tungstate-decorated amphiphilic carbon quantum dots (A-CQDs/W) in the selective oxidative cleavage of alkenes to aldehydes. In this work, for the first time, we disclose an unprecedented tungstate-based oxidative system incorporating A-CQDs as a bri...
| Main Authors: | , , , , , , , , , |
|---|---|
| Format: | Article |
| Language: | English |
| Published: |
Nature Portfolio
2021-02-01
|
| Series: | Scientific Reports |
| Online Access: | https://doi.org/10.1038/s41598-021-83863-0 |
| _version_ | 1818735313174921216 |
|---|---|
| author | Aram Rezaei Leila Hadian-Dehkordi Hadi Samadian Mehdi Jaymand Homa Targhan Ali Ramazani Hadi Adibi Xiaolei Deng Lingxia Zheng Huajun Zheng |
| author_facet | Aram Rezaei Leila Hadian-Dehkordi Hadi Samadian Mehdi Jaymand Homa Targhan Ali Ramazani Hadi Adibi Xiaolei Deng Lingxia Zheng Huajun Zheng |
| author_sort | Aram Rezaei |
| collection | DOAJ |
| description | Abstract Herein, we present an interesting role of tungstate-decorated amphiphilic carbon quantum dots (A-CQDs/W) in the selective oxidative cleavage of alkenes to aldehydes. In this work, for the first time, we disclose an unprecedented tungstate-based oxidative system incorporating A-CQDs as a bridge to the homogeneous catalyst for selective and efficient cleavage of a wide substrate scope of alkenes into aldehydes. The A-CQDs/W were synthesized via a one-step hydrothermal synthesis approach using 1-aminopropyl-3-methyl-imidazolium chloride and stearic acid for the surface modification, following by anion-exchange to immobilize WO4 –2 to A-CQDs. The A-CQDs/W act as a pseudohomogeneous metallic catalyst (PMC) for selective oxidative scission of alkenes under phase transfer catalysts (PTC) free condition without over oxidation to acids, using water and H2O2 as a green oxidant. Thanks to the sub-nanometric size and novel engineered chemical structure, this PMC and reactants are in the same phase, besides they can be easily isolated from each other by extraction processes. The synthesized PMC exhibited excellent solubility and stability in various solvents. Interestingly, the system’s high conversion efficiency was preserved even after eight catalytic cycles indicating the recyclability of the synthesized PMC. We believe that this study provides a significant and conceptually novel advance in oxidative cleavage chemistry. |
| first_indexed | 2024-12-18T00:19:16Z |
| format | Article |
| id | doaj.art-f23f7c4a959d4a538fdae41ef9309b5b |
| institution | Directory Open Access Journal |
| issn | 2045-2322 |
| language | English |
| last_indexed | 2024-12-18T00:19:16Z |
| publishDate | 2021-02-01 |
| publisher | Nature Portfolio |
| record_format | Article |
| series | Scientific Reports |
| spelling | doaj.art-f23f7c4a959d4a538fdae41ef9309b5b2022-12-21T21:27:24ZengNature PortfolioScientific Reports2045-23222021-02-0111111310.1038/s41598-021-83863-0Pseudohomogeneous metallic catalyst based on tungstate-decorated amphiphilic carbon quantum dots for selective oxidative scission of alkenes to aldehydeAram Rezaei0Leila Hadian-Dehkordi1Hadi Samadian2Mehdi Jaymand3Homa Targhan4Ali Ramazani5Hadi Adibi6Xiaolei Deng7Lingxia Zheng8Huajun Zheng9Nano Drug Delivery Research Center, Health Technology Institute, Kermanshah University of Medical SciencesNano Drug Delivery Research Center, Health Technology Institute, Kermanshah University of Medical SciencesNano Drug Delivery Research Center, Health Technology Institute, Kermanshah University of Medical SciencesNano Drug Delivery Research Center, Health Technology Institute, Kermanshah University of Medical SciencesDepartment of Organic Chemistry, Faculty of Chemistry, University of RaziDepartment of Chemistry, University of ZanjanPharmaceutical Sciences Research Center, Health Institute, Kermanshah University of Medical SciencesDepartment of Applied Chemistry, Zhejiang University of TechnologyDepartment of Applied Chemistry, Zhejiang University of TechnologyDepartment of Applied Chemistry, Zhejiang University of TechnologyAbstract Herein, we present an interesting role of tungstate-decorated amphiphilic carbon quantum dots (A-CQDs/W) in the selective oxidative cleavage of alkenes to aldehydes. In this work, for the first time, we disclose an unprecedented tungstate-based oxidative system incorporating A-CQDs as a bridge to the homogeneous catalyst for selective and efficient cleavage of a wide substrate scope of alkenes into aldehydes. The A-CQDs/W were synthesized via a one-step hydrothermal synthesis approach using 1-aminopropyl-3-methyl-imidazolium chloride and stearic acid for the surface modification, following by anion-exchange to immobilize WO4 –2 to A-CQDs. The A-CQDs/W act as a pseudohomogeneous metallic catalyst (PMC) for selective oxidative scission of alkenes under phase transfer catalysts (PTC) free condition without over oxidation to acids, using water and H2O2 as a green oxidant. Thanks to the sub-nanometric size and novel engineered chemical structure, this PMC and reactants are in the same phase, besides they can be easily isolated from each other by extraction processes. The synthesized PMC exhibited excellent solubility and stability in various solvents. Interestingly, the system’s high conversion efficiency was preserved even after eight catalytic cycles indicating the recyclability of the synthesized PMC. We believe that this study provides a significant and conceptually novel advance in oxidative cleavage chemistry.https://doi.org/10.1038/s41598-021-83863-0 |
| spellingShingle | Aram Rezaei Leila Hadian-Dehkordi Hadi Samadian Mehdi Jaymand Homa Targhan Ali Ramazani Hadi Adibi Xiaolei Deng Lingxia Zheng Huajun Zheng Pseudohomogeneous metallic catalyst based on tungstate-decorated amphiphilic carbon quantum dots for selective oxidative scission of alkenes to aldehyde Scientific Reports |
| title | Pseudohomogeneous metallic catalyst based on tungstate-decorated amphiphilic carbon quantum dots for selective oxidative scission of alkenes to aldehyde |
| title_full | Pseudohomogeneous metallic catalyst based on tungstate-decorated amphiphilic carbon quantum dots for selective oxidative scission of alkenes to aldehyde |
| title_fullStr | Pseudohomogeneous metallic catalyst based on tungstate-decorated amphiphilic carbon quantum dots for selective oxidative scission of alkenes to aldehyde |
| title_full_unstemmed | Pseudohomogeneous metallic catalyst based on tungstate-decorated amphiphilic carbon quantum dots for selective oxidative scission of alkenes to aldehyde |
| title_short | Pseudohomogeneous metallic catalyst based on tungstate-decorated amphiphilic carbon quantum dots for selective oxidative scission of alkenes to aldehyde |
| title_sort | pseudohomogeneous metallic catalyst based on tungstate decorated amphiphilic carbon quantum dots for selective oxidative scission of alkenes to aldehyde |
| url | https://doi.org/10.1038/s41598-021-83863-0 |
| work_keys_str_mv | AT aramrezaei pseudohomogeneousmetalliccatalystbasedontungstatedecoratedamphiphiliccarbonquantumdotsforselectiveoxidativescissionofalkenestoaldehyde AT leilahadiandehkordi pseudohomogeneousmetalliccatalystbasedontungstatedecoratedamphiphiliccarbonquantumdotsforselectiveoxidativescissionofalkenestoaldehyde AT hadisamadian pseudohomogeneousmetalliccatalystbasedontungstatedecoratedamphiphiliccarbonquantumdotsforselectiveoxidativescissionofalkenestoaldehyde AT mehdijaymand pseudohomogeneousmetalliccatalystbasedontungstatedecoratedamphiphiliccarbonquantumdotsforselectiveoxidativescissionofalkenestoaldehyde AT homatarghan pseudohomogeneousmetalliccatalystbasedontungstatedecoratedamphiphiliccarbonquantumdotsforselectiveoxidativescissionofalkenestoaldehyde AT aliramazani pseudohomogeneousmetalliccatalystbasedontungstatedecoratedamphiphiliccarbonquantumdotsforselectiveoxidativescissionofalkenestoaldehyde AT hadiadibi pseudohomogeneousmetalliccatalystbasedontungstatedecoratedamphiphiliccarbonquantumdotsforselectiveoxidativescissionofalkenestoaldehyde AT xiaoleideng pseudohomogeneousmetalliccatalystbasedontungstatedecoratedamphiphiliccarbonquantumdotsforselectiveoxidativescissionofalkenestoaldehyde AT lingxiazheng pseudohomogeneousmetalliccatalystbasedontungstatedecoratedamphiphiliccarbonquantumdotsforselectiveoxidativescissionofalkenestoaldehyde AT huajunzheng pseudohomogeneousmetalliccatalystbasedontungstatedecoratedamphiphiliccarbonquantumdotsforselectiveoxidativescissionofalkenestoaldehyde |