A supramolecular photosynthetic triad of slipped cofacial porphyrin dimer, ferrocene, and fullerene

Abstract

A supramolecular triad consisting of self-assembled imidazolyl-zinc-porphyrin dimer, ferrocene, and fullerene was successfully constructed, resulting in long-lived charge separated species after efficient photoinduced electron transfer and charge shift reactions.

Supramolecular Organization of Porphyrins and Phthalocyanines by Use of Biomimetic Coordination Methodology

“…139 The heterogeneously organized dimer was covalently linked and then isolated. In the organized triad 89·90, electron transfer from the slipped-cofacial dimer to the fullerene as electron acceptor occurred 10 times faster than the succeeding hole shift to the terminal ferrocenyl group.…”

Merging Porphyrins with Organometallics: Synthesis and Applications

“…The assembly was fixed by means of ring-closing metathesis, and showed a long-lived Fc + -{Zn(porph)} 2 -C 60 C À charge-separated state upon photoexcitation. [93] Furthermore, the heterodimerization of 40 Zn-44 Zn with an indium tin oxide (ITO)-linked imidazolylporphyrin, followed by fixation by olefin metathesis, furnished systems that generated anodic photocurrents. [92] Fluorescence quenching was also observed for tricationic porphyrin 46, which is functionalized with a ferrocene unit covalently attached by a phenylethyl ether spacer.…”

Ferrocene-appended porphyrins: Syntheses and properties

“…bearing at least one acid chloride group in meso position [48,[65][66][67][68][69][70][71][72][73][74]. An inverse approach, which leads to similar molecular structures, involves the use of chlorocarbonyl-; 1,1 -bischlorocarbonyl-or [4-(chlorocarbonyl)phenyl]-ferrocene with meso(4-aminophenyl)-or meso(4-hydroxyphenyl)porphyrins [75][76][77][78][79]. A representative ferrocene-porphyrin-fullerene sequence synthesized by Imahori et al [73] to achieve long distance charge separated states is shown in Fig.…”