Porphyrin-naphthodiimide interactions as a structural motif in foldamers and supramolecular assemblies.

Autor: Merican Z; Chemistry, School of Science and Technology, University of New England, Armidale, NSW 2351, Australia., Johnstone KD, Gunter MJ
Jazyk: angličtina
Zdroj: Organic & biomolecular chemistry [Org Biomol Chem] 2008 Jul 21; Vol. 6 (14), pp. 2534-43. Date of Electronic Publication: 2008 May 16.
DOI: 10.1039/b804267e
Abstrakt: pi-pi Stacking interactions between electron deficient naphthalenediimides (NDI) and electron-rich porphyrins (POR) leading to charge transfer are shown to be prevalent in linked NDI-POR and POR-NDI-POR structures. For flexibly-linked systems, intramolecular interactions lead to S-shaped foldamers in solution, whereas intermolecular association is predominant in more rigid systems. The foldamer structures can be interrupted by competing aromatic solvents, by six-coordination of metallated porphyrin derivatives, by protonation of the free base porphyrin in non-metallated structures, and in facially sterically hindered porphyrins.
Databáze: MEDLINE