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Functionalized Metalated Cavitands via Imidation and Late-Stage Elaboration

Author(s)
Zhao, Yanchuan; Swager, Timothy M
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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.
Date issued
2015-07
URI
http://hdl.handle.net/1721.1/110414
Department
Massachusetts Institute of Technology. Department of Chemistry
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
ISSN
1434-193X
1099-0690

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