Synthesis of Bipyridine Ether-Type Bifunctional Precursors
Bipyridine ethers are commonly occurring structural motifs in supramolecular chemistry. The herein reported efforts aim to extend the synthetic platform of bipyridino-precursors with new bifunctional intermediates and to improve some previously reported synthetic strategies for structural analogues,...
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| Format: | Article |
| Language: | English |
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MDPI AG
2025-04-01
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| Series: | Organics |
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| Online Access: | https://www.mdpi.com/2673-401X/6/2/18 |
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| author | Bálint Jávor Antal Agárdi Péter Kisfaludi Barnabás Frigyes Márton Temesvári Panna Vezse Tünde Tóth Péter Huszthy Ádám Golcs |
| author_facet | Bálint Jávor Antal Agárdi Péter Kisfaludi Barnabás Frigyes Márton Temesvári Panna Vezse Tünde Tóth Péter Huszthy Ádám Golcs |
| author_sort | Bálint Jávor |
| collection | DOAJ |
| description | Bipyridine ethers are commonly occurring structural motifs in supramolecular chemistry. The herein reported efforts aim to extend the synthetic platform of bipyridino-precursors with new bifunctional intermediates and to improve some previously reported synthetic strategies for structural analogues, like bipyridine-diols as common macrocycle precursors. In addition, their optimized and highly efficient oxidation to the corresponding dialdehydes is reported to obtain further reactive intermediates with wide modifiability. Furthermore, methylations of pyridine-carbaldehydes were carried out alongside different synthetic strategies to introduce chirality centers. Synthetic difficulties and some unsuccessful approaches are also reported to help in focusing future efforts. |
| format | Article |
| id | doaj-art-3cc0f1dcb7444292bde637fae12e7789 |
| institution | Kabale University |
| issn | 2673-401X |
| language | English |
| publishDate | 2025-04-01 |
| publisher | MDPI AG |
| record_format | Article |
| series | Organics |
| spelling | doaj-art-3cc0f1dcb7444292bde637fae12e77892025-08-20T03:29:45ZengMDPI AGOrganics2673-401X2025-04-01621810.3390/org6020018Synthesis of Bipyridine Ether-Type Bifunctional PrecursorsBálint Jávor0Antal Agárdi1Péter Kisfaludi2Barnabás Frigyes3Márton Temesvári4Panna Vezse5Tünde Tóth6Péter Huszthy7Ádám Golcs8Department of Organic Chemistry and Technology, Budapest University of Technology and Economics, Műegyetem rkp. 3, H-1111 Budapest, HungaryDepartment of Organic Chemistry and Technology, Budapest University of Technology and Economics, Műegyetem rkp. 3, H-1111 Budapest, HungaryDepartment of Organic Chemistry and Technology, Budapest University of Technology and Economics, Műegyetem rkp. 3, H-1111 Budapest, HungaryDepartment of Organic Chemistry and Technology, Budapest University of Technology and Economics, Műegyetem rkp. 3, H-1111 Budapest, HungaryDepartment of Organic Chemistry and Technology, Budapest University of Technology and Economics, Műegyetem rkp. 3, H-1111 Budapest, HungaryDepartment of Organic Chemistry and Technology, Budapest University of Technology and Economics, Műegyetem rkp. 3, H-1111 Budapest, HungaryDepartment of Organic Chemistry and Technology, Budapest University of Technology and Economics, Műegyetem rkp. 3, H-1111 Budapest, HungaryDepartment of Organic Chemistry and Technology, Budapest University of Technology and Economics, Műegyetem rkp. 3, H-1111 Budapest, HungaryDepartment of Organic Chemistry and Technology, Budapest University of Technology and Economics, Műegyetem rkp. 3, H-1111 Budapest, HungaryBipyridine ethers are commonly occurring structural motifs in supramolecular chemistry. The herein reported efforts aim to extend the synthetic platform of bipyridino-precursors with new bifunctional intermediates and to improve some previously reported synthetic strategies for structural analogues, like bipyridine-diols as common macrocycle precursors. In addition, their optimized and highly efficient oxidation to the corresponding dialdehydes is reported to obtain further reactive intermediates with wide modifiability. Furthermore, methylations of pyridine-carbaldehydes were carried out alongside different synthetic strategies to introduce chirality centers. Synthetic difficulties and some unsuccessful approaches are also reported to help in focusing future efforts.https://www.mdpi.com/2673-401X/6/2/18pyridine unitmacrocycleoxidationGrignard reactionhydroxyl protecting groups |
| spellingShingle | Bálint Jávor Antal Agárdi Péter Kisfaludi Barnabás Frigyes Márton Temesvári Panna Vezse Tünde Tóth Péter Huszthy Ádám Golcs Synthesis of Bipyridine Ether-Type Bifunctional Precursors Organics pyridine unit macrocycle oxidation Grignard reaction hydroxyl protecting groups |
| title | Synthesis of Bipyridine Ether-Type Bifunctional Precursors |
| title_full | Synthesis of Bipyridine Ether-Type Bifunctional Precursors |
| title_fullStr | Synthesis of Bipyridine Ether-Type Bifunctional Precursors |
| title_full_unstemmed | Synthesis of Bipyridine Ether-Type Bifunctional Precursors |
| title_short | Synthesis of Bipyridine Ether-Type Bifunctional Precursors |
| title_sort | synthesis of bipyridine ether type bifunctional precursors |
| topic | pyridine unit macrocycle oxidation Grignard reaction hydroxyl protecting groups |
| url | https://www.mdpi.com/2673-401X/6/2/18 |
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