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Functionalized Metallated Cavitands via Imidation and Late-Stage Elaboration.

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, ?-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.

SUBMITTER: Zhao Y

PROVIDER: S-EPMC4779751 | biostudies-literature | 2015 Jul

REPOSITORIES: biostudies-literature

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Functionalized Metallated Cavitands via Imidation and Late-Stage Elaboration.

Zhao Yanchuan Y Swager Timothy M TM

European journal of organic chemistry 20150624 21

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 (PPh<sub>3</sub>=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 effi ...[more]

PMID: 26962300

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