|Title||Functionalized Metalated Cavitands via Imidation and Late-Stage Elaboration|
|Publication Type||Journal Article|
|Year of Publication||2015|
|Authors||Zhao, Y, Swager, TM|
|Journal||European Journal of Organic Chemistry|
|Keywords||Calixarenes, Cavitands, Late-stage functionalization, Supramolecular chemistry|
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.