Synthesis of an Azido-Substituted 8-Membered Ring Laddersiloxane and Its Application in Catalysis
A first <i>syn</i>-type tricyclic 8-8-8 (three fused-8-membered ring) laddersiloxane functionalized with four azido groups was successfully synthesized through efficient and highly selective hydrosilylation and nucleophilic substitution, achieving an excellent overall yield. The starting...
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2025-01-01
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| Series: | Molecules |
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| author | Yujia Liu Niyaz Yagafarov Koki Shimamura Nobuhiro Takeda Masafumi Unno Armelle Ouali |
| author_facet | Yujia Liu Niyaz Yagafarov Koki Shimamura Nobuhiro Takeda Masafumi Unno Armelle Ouali |
| author_sort | Yujia Liu |
| collection | DOAJ |
| description | A first <i>syn</i>-type tricyclic 8-8-8 (three fused-8-membered ring) laddersiloxane functionalized with four azido groups was successfully synthesized through efficient and highly selective hydrosilylation and nucleophilic substitution, achieving an excellent overall yield. The starting material, a tetravinyl-substituted 8-8-8 laddersiloxane, was prepared via a straightforward and scalable method. The obtained azido-functionalized ladder compound, fully characterized, constitutes a versatile building block for hybrid materials. Reacting this compound with 2-ethynylpyridine via click chemistry yielded a multidentate ligand containing four 2-triazole-pyridyl moieties. This N,N-bidentate ligand was subsequently employed in copper-catalyzed alcohol oxidative dehydrogenation reactions, demonstrating its potential in catalysis. |
| format | Article |
| id | doaj-art-db753a22b3174b72aca7d8caacf8c54b |
| institution | Kabale University |
| issn | 1420-3049 |
| language | English |
| publishDate | 2025-01-01 |
| publisher | MDPI AG |
| record_format | Article |
| series | Molecules |
| spelling | doaj-art-db753a22b3174b72aca7d8caacf8c54b2025-01-24T13:43:49ZengMDPI AGMolecules1420-30492025-01-0130237310.3390/molecules30020373Synthesis of an Azido-Substituted 8-Membered Ring Laddersiloxane and Its Application in CatalysisYujia Liu0Niyaz Yagafarov1Koki Shimamura2Nobuhiro Takeda3Masafumi Unno4Armelle Ouali5Department of Chemistry and Chemical Biology, Graduate School of Science and Technology, Gunma University, 1-5-1 Tenjin-cho, Kiryu 376-8515, JapanDepartment of Chemistry and Chemical Biology, Graduate School of Science and Technology, Gunma University, 1-5-1 Tenjin-cho, Kiryu 376-8515, JapanDepartment of Chemistry and Chemical Biology, Graduate School of Science and Technology, Gunma University, 1-5-1 Tenjin-cho, Kiryu 376-8515, JapanDepartment of Chemistry and Chemical Biology, Graduate School of Science and Technology, Gunma University, 1-5-1 Tenjin-cho, Kiryu 376-8515, JapanDepartment of Chemistry and Chemical Biology, Graduate School of Science and Technology, Gunma University, 1-5-1 Tenjin-cho, Kiryu 376-8515, JapanICGM, Univ Montpellier, CNRS, ENSCM (Institut Charles Gerhardt Montpellier, Université de Montpellier, Centre National de la Recherche Scientifique, École Nationale Supérieure de Chimie de Montpellier), 1919 Route de Mende, CEDEX 05, 34293 Montpellier, FranceA first <i>syn</i>-type tricyclic 8-8-8 (three fused-8-membered ring) laddersiloxane functionalized with four azido groups was successfully synthesized through efficient and highly selective hydrosilylation and nucleophilic substitution, achieving an excellent overall yield. The starting material, a tetravinyl-substituted 8-8-8 laddersiloxane, was prepared via a straightforward and scalable method. The obtained azido-functionalized ladder compound, fully characterized, constitutes a versatile building block for hybrid materials. Reacting this compound with 2-ethynylpyridine via click chemistry yielded a multidentate ligand containing four 2-triazole-pyridyl moieties. This N,N-bidentate ligand was subsequently employed in copper-catalyzed alcohol oxidative dehydrogenation reactions, demonstrating its potential in catalysis.https://www.mdpi.com/1420-3049/30/2/373tricyclic laddersiloxanesazido-substituted laddersiloxaneclick chemistrycatalysisoxidative dehydrogenation of alcohols |
| spellingShingle | Yujia Liu Niyaz Yagafarov Koki Shimamura Nobuhiro Takeda Masafumi Unno Armelle Ouali Synthesis of an Azido-Substituted 8-Membered Ring Laddersiloxane and Its Application in Catalysis Molecules tricyclic laddersiloxanes azido-substituted laddersiloxane click chemistry catalysis oxidative dehydrogenation of alcohols |
| title | Synthesis of an Azido-Substituted 8-Membered Ring Laddersiloxane and Its Application in Catalysis |
| title_full | Synthesis of an Azido-Substituted 8-Membered Ring Laddersiloxane and Its Application in Catalysis |
| title_fullStr | Synthesis of an Azido-Substituted 8-Membered Ring Laddersiloxane and Its Application in Catalysis |
| title_full_unstemmed | Synthesis of an Azido-Substituted 8-Membered Ring Laddersiloxane and Its Application in Catalysis |
| title_short | Synthesis of an Azido-Substituted 8-Membered Ring Laddersiloxane and Its Application in Catalysis |
| title_sort | synthesis of an azido substituted 8 membered ring laddersiloxane and its application in catalysis |
| topic | tricyclic laddersiloxanes azido-substituted laddersiloxane click chemistry catalysis oxidative dehydrogenation of alcohols |
| url | https://www.mdpi.com/1420-3049/30/2/373 |
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