Functionalized Metalated Cavitands via Imidation and Late-Stage Elaboration
Efficient methods for the preparation of functionalized metallated cavitands are described. Functional groups can be either introduced by an imidation of metal-oxo complexes or by a late- stage elaboration of the imido ligands. By using diversified iminophosphorane (PPh₃=NR) reagents, π-conjugated p...
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| Format: | Article |
| Language: | en_US |
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Wiley Blackwell
2017
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| Online Access: | http://hdl.handle.net/1721.1/110414 |
| _version_ | 1811082287053275136 |
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| author | Zhao, Yanchuan Swager, Timothy M |
| author2 | Massachusetts Institute of Technology. Department of Chemistry |
| author_facet | Massachusetts Institute of Technology. Department of Chemistry Zhao, Yanchuan Swager, Timothy M |
| author_sort | Zhao, Yanchuan |
| collection | MIT |
| description | Efficient methods for the preparation of functionalized metallated cavitands are described. Functional groups can be either introduced by an imidation of metal-oxo complexes or by a late- stage elaboration of the imido ligands. By using diversified iminophosphorane (PPh₃=NR) reagents, π-conjugated pyrene, redox active ferrocene and polymerizable norbornene moieties were successfully introduced. Furthermore, the iodo and alkynyl groups on the imido ligands are capable of undergoing efficient Sonogashira cross-coupling and copper-catalyzed azide alkyne cycloaddition reactions, thereby providing facile access to complex architectures containing metallated cavitands. |
| first_indexed | 2024-09-23T12:00:50Z |
| format | Article |
| id | mit-1721.1/110414 |
| institution | Massachusetts Institute of Technology |
| language | en_US |
| last_indexed | 2024-09-23T12:00:50Z |
| publishDate | 2017 |
| publisher | Wiley Blackwell |
| record_format | dspace |
| spelling | mit-1721.1/1104142022-09-27T23:30:44Z Functionalized Metalated Cavitands via Imidation and Late-Stage Elaboration Zhao, Yanchuan Swager, Timothy M Massachusetts Institute of Technology. Department of Chemistry Zhao, Yanchuan Swager, Timothy M Efficient methods for the preparation of functionalized metallated cavitands are described. Functional groups can be either introduced by an imidation of metal-oxo complexes or by a late- stage elaboration of the imido ligands. By using diversified iminophosphorane (PPh₃=NR) reagents, π-conjugated pyrene, redox active ferrocene and polymerizable norbornene moieties were successfully introduced. Furthermore, the iodo and alkynyl groups on the imido ligands are capable of undergoing efficient Sonogashira cross-coupling and copper-catalyzed azide alkyne cycloaddition reactions, thereby providing facile access to complex architectures containing metallated cavitands. National Institutes of Health (U.S.) (GM095843) 2017-07-03T13:02:35Z 2017-07-03T13:02:35Z 2015-07 2015-06 Article http://purl.org/eprint/type/JournalArticle 1434-193X 1099-0690 http://hdl.handle.net/1721.1/110414 Zhao, Yinchuan and Swager, Timothy M. “Functionalized Metalated Cavitands via Imidation and Late-Stage Elaboration.” European Journal of Organic Chemistry 2015, no. 21 (June 2015): 4593–4597. © 2015 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim en_US http://dx.doi.org/10.1002/ejoc.201500714 European Journal of Organic Chemistry Creative Commons Attribution-Noncommercial-Share Alike http://creativecommons.org/licenses/by-nc-sa/4.0/ application/pdf Wiley Blackwell PMC |
| spellingShingle | Zhao, Yanchuan Swager, Timothy M Functionalized Metalated Cavitands via Imidation and Late-Stage Elaboration |
| title | Functionalized Metalated Cavitands via Imidation and Late-Stage Elaboration |
| title_full | Functionalized Metalated Cavitands via Imidation and Late-Stage Elaboration |
| title_fullStr | Functionalized Metalated Cavitands via Imidation and Late-Stage Elaboration |
| title_full_unstemmed | Functionalized Metalated Cavitands via Imidation and Late-Stage Elaboration |
| title_short | Functionalized Metalated Cavitands via Imidation and Late-Stage Elaboration |
| title_sort | functionalized metalated cavitands via imidation and late stage elaboration |
| url | http://hdl.handle.net/1721.1/110414 |
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