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

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 i...

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Veröffentlicht in:	Organic & biomolecular chemistry 2008-01, Vol.6 (14), p.2534-2543
Hauptverfasser:	Merican, Zulkifli, Johnstone, Ken D, Gunter, Maxwell J
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Sprache:	eng
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description	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.
doi_str_mv	10.1039/b804267e
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title	Porphyrin-naphthodiimide interactions as a structural motif in foldamers and supramolecular assemblies
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