Synthesis of N,N′-alkylidene bisamides and Suzuki–Miyaura coupling reaction derivatives with Pd organometallic catalyst anchored to channels of mesoporous silica MCM-41
Abstract At first, an organometallic catalyst namely, Pd-DPyE@MCM-41@MNP was prepared through magnetic (Fe3O4) nanoparticles-doped into channels of mesoporous silica MCM-41 and then, anchoring a novel complex composed of di(4-pyridyl)ethylene and palladium on the inner surface of the support. This i...
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Nature Portfolio
2024-04-01
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| Online Access: | https://doi.org/10.1038/s41598-024-58310-5 |
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| author | Sulieman Ibraheem Shelash Al-Hawary Raed Obaid Saleh Ahmed Rafiq AlBajalan Normurot Fayzullaev Mohammed Alshuhri Saad Hayif Jasim Ali Ahmed Alawadi Mohammed Abed Jawad Salim B. Alsaadi Maryam Sadat Ghorayshi Nejad |
| author_facet | Sulieman Ibraheem Shelash Al-Hawary Raed Obaid Saleh Ahmed Rafiq AlBajalan Normurot Fayzullaev Mohammed Alshuhri Saad Hayif Jasim Ali Ahmed Alawadi Mohammed Abed Jawad Salim B. Alsaadi Maryam Sadat Ghorayshi Nejad |
| author_sort | Sulieman Ibraheem Shelash Al-Hawary |
| collection | DOAJ |
| description | Abstract At first, an organometallic catalyst namely, Pd-DPyE@MCM-41@MNP was prepared through magnetic (Fe3O4) nanoparticles-doped into channels of mesoporous silica MCM-41 and then, anchoring a novel complex composed of di(4-pyridyl)ethylene and palladium on the inner surface of the support. This immobilized catalyst was successfully identified via VSM, ICP-OES, TEM, FTIR, TGA, SEM, BET, XRD, EDX and elemental mapping analyses. After that, it was used as a versatile, heterogeneous, and magnetically reproducible catalyst in the generation of N,N′-alkylidene bisamides (1a-13a, 8–20 min, 90–98%, 50 °C, solvent-free) and Suzuki–Miyaura coupling (SMC) reaction derivatives (1b-26b, 10–140 min, 86–98%, 60 °C, PEG-400). The VSM plot of Pd-DPyE@MCM-41@MNP displays that this nanocatalyst can be easily recycled by applying an external magnetic field. In both synthetic paths, this nanocatalyst was reused at least seven times without palladium leaching and significantly reducing its catalytic performance. Also, stability and heterogeneous nature of catalyst were approved via ICP-OES technique and hot filtration test. |
| first_indexed | 2024-04-24T12:40:50Z |
| format | Article |
| id | doaj.art-b3cffa369a3d48fc858971a713b34f9e |
| institution | Directory Open Access Journal |
| issn | 2045-2322 |
| language | English |
| last_indexed | 2024-04-24T12:40:50Z |
| publishDate | 2024-04-01 |
| publisher | Nature Portfolio |
| record_format | Article |
| series | Scientific Reports |
| spelling | doaj.art-b3cffa369a3d48fc858971a713b34f9e2024-04-07T11:17:04ZengNature PortfolioScientific Reports2045-23222024-04-0114111910.1038/s41598-024-58310-5Synthesis of N,N′-alkylidene bisamides and Suzuki–Miyaura coupling reaction derivatives with Pd organometallic catalyst anchored to channels of mesoporous silica MCM-41Sulieman Ibraheem Shelash Al-Hawary0Raed Obaid Saleh1Ahmed Rafiq AlBajalan2Normurot Fayzullaev3Mohammed Alshuhri4Saad Hayif Jasim Ali5Ahmed Alawadi6Mohammed Abed Jawad7Salim B. Alsaadi8Maryam Sadat Ghorayshi Nejad9Department of Business Administration, Business School, Al Al-Bayt UniversityDepartment of Medical Laboratory Techniques, Al-Maarif University CollegePetroleum Technology Department, Erbil Polytechnic UniversityDepartment of Polymer Chemistry and Chemical Technology, Samarkand State UniversityRadiology and Medical Imaging Department, College of Applied Medical Sciences, Prince Sattam Bin Abdulaziz UniversityDepartment of Medical Laboratory, College of Health and Medical Technololgy, Al-Ayen UniversityCollege of Technical Engineering, The Islamic UniversityDepartment of Pharmaceutics, Al-Nisour University CollegeDepartment of Pharmaceutics, Al-Hadi University CollegeTakin Shimi Sepanta Industries CoAbstract At first, an organometallic catalyst namely, Pd-DPyE@MCM-41@MNP was prepared through magnetic (Fe3O4) nanoparticles-doped into channels of mesoporous silica MCM-41 and then, anchoring a novel complex composed of di(4-pyridyl)ethylene and palladium on the inner surface of the support. This immobilized catalyst was successfully identified via VSM, ICP-OES, TEM, FTIR, TGA, SEM, BET, XRD, EDX and elemental mapping analyses. After that, it was used as a versatile, heterogeneous, and magnetically reproducible catalyst in the generation of N,N′-alkylidene bisamides (1a-13a, 8–20 min, 90–98%, 50 °C, solvent-free) and Suzuki–Miyaura coupling (SMC) reaction derivatives (1b-26b, 10–140 min, 86–98%, 60 °C, PEG-400). The VSM plot of Pd-DPyE@MCM-41@MNP displays that this nanocatalyst can be easily recycled by applying an external magnetic field. In both synthetic paths, this nanocatalyst was reused at least seven times without palladium leaching and significantly reducing its catalytic performance. Also, stability and heterogeneous nature of catalyst were approved via ICP-OES technique and hot filtration test.https://doi.org/10.1038/s41598-024-58310-5Pd-DPyE@MCM-41@MNPMagnetic organometallic catalystSuzuki–Miyaura coupling (SMC) reactionN,N′-alkylidene bisamides |
| spellingShingle | Sulieman Ibraheem Shelash Al-Hawary Raed Obaid Saleh Ahmed Rafiq AlBajalan Normurot Fayzullaev Mohammed Alshuhri Saad Hayif Jasim Ali Ahmed Alawadi Mohammed Abed Jawad Salim B. Alsaadi Maryam Sadat Ghorayshi Nejad Synthesis of N,N′-alkylidene bisamides and Suzuki–Miyaura coupling reaction derivatives with Pd organometallic catalyst anchored to channels of mesoporous silica MCM-41 Scientific Reports Pd-DPyE@MCM-41@MNP Magnetic organometallic catalyst Suzuki–Miyaura coupling (SMC) reaction N,N′-alkylidene bisamides |
| title | Synthesis of N,N′-alkylidene bisamides and Suzuki–Miyaura coupling reaction derivatives with Pd organometallic catalyst anchored to channels of mesoporous silica MCM-41 |
| title_full | Synthesis of N,N′-alkylidene bisamides and Suzuki–Miyaura coupling reaction derivatives with Pd organometallic catalyst anchored to channels of mesoporous silica MCM-41 |
| title_fullStr | Synthesis of N,N′-alkylidene bisamides and Suzuki–Miyaura coupling reaction derivatives with Pd organometallic catalyst anchored to channels of mesoporous silica MCM-41 |
| title_full_unstemmed | Synthesis of N,N′-alkylidene bisamides and Suzuki–Miyaura coupling reaction derivatives with Pd organometallic catalyst anchored to channels of mesoporous silica MCM-41 |
| title_short | Synthesis of N,N′-alkylidene bisamides and Suzuki–Miyaura coupling reaction derivatives with Pd organometallic catalyst anchored to channels of mesoporous silica MCM-41 |
| title_sort | synthesis of n n alkylidene bisamides and suzuki miyaura coupling reaction derivatives with pd organometallic catalyst anchored to channels of mesoporous silica mcm 41 |
| topic | Pd-DPyE@MCM-41@MNP Magnetic organometallic catalyst Suzuki–Miyaura coupling (SMC) reaction N,N′-alkylidene bisamides |
| url | https://doi.org/10.1038/s41598-024-58310-5 |
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