Functionalized Metalated Cavitands via Imidation and Late-Stage Elaboration
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Swager_Functionalized metalated.pdf
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728.55 KB
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2247b8e04dec4e08d666b0294ffad078
Author(s)
Zhao, Yanchuan
Swager, Timothy M
Date Issued
July 2015
Journal
European Journal of Organic Chemistry
Publisher
Wiley Blackwell
Citation
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
Version
Author's final manuscript
Abstract
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.
MIT Department
Massachusetts Institute of Technology. Department of Chemistry
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Creative Commons Attribution-Noncommercial-Share Alike
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DOI of Published Version
https://doi.org/10.1002/ejoc.201500714
