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 |
Volume | 2015 |
Pagination | 4593–4597 |
ISSN | 1099-0690 |
Keywords | Calixarenes, Cavitands, Late-stage functionalization, Supramolecular chemistry |
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. |
URL | http://dx.doi.org/10.1002/ejoc.201500714 |
DOI | 10.1002/ejoc.201500714 |