Fullerenes as Novel Acceptors in Photosynthetic Electron Transfer

Imahori, Hiroshi; Sakata, Yoshiteru

doi:10.1002/(sici)1099-0690(199910)1999:10<2445::aid-ejoc2445>3.3.co;2-7

Cited by 160 publications

(262 citation statements)

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“…Furthermore, mono-functionalization of C 60 does not considerably alter the basic fullerene properties [2][3][4]. Thus, retaining the fullerene properties and having the advantage of possessing higher solubility in polar solvents fulleropyrrolidine derivatives are applicable in several biological [5][6][7] and technological areas [8][9][10][11][12]. For example fulleropyrrolidine derivatives which possess positively charged groups are suitable compounds for the intercalation into aluminosilicates such as smectite clays [13].…”

Section: Introductionmentioning

confidence: 99%

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X-ray photoemission spectroscopy study on the effects of functionalization in fulleropyrrolidine and pyrrolidine derivatives

Benne

Maccallini

Rudolf

et al. 2006

Carbon

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Fulleropyrrolidine and pyrrolidine derivatives were studied using X-ray photoemission spectroscopy in order to determine the effects of the C 60 -cage on the pyrrolidine nitrogen, as well as the influence of further derivatisation. Charge transfer from the carbon pyrrolidine ring to the C 60 -cages is observed and this charge redistribution influences not only the carbon atoms but also the nitrogen. The major influence of different functionalization groups on the pyrrolidine nitrogen is whether or not they lead to quaternisation while no differences could be detected for different groups (methyl group or alkyl chain) producing one or the other configuration. However, the type of counter ion is important for the stability of the pyrrolidinium nitrogen: demethylated nitrogen, always found to be present in iodide counter balanced compounds, disappears in compounds counter balanced with BF À 4 anion.

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Section: Introductionmentioning

confidence: 99%

“…X-ray photoemission spectra of the C 1s core level region for (a) N-mTEGfulleropyrrolidine (5), (b) N-(methylfulleropyrrolidinium-1-yl-iodide)-3,6-dioxaoctan-1-ammonium trifluoroacetate(10) and (c) fulleropyrrolidine derivative(9).…”

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confidence: 99%

X-ray photoemission spectroscopy study on the effects of functionalization in fulleropyrrolidine and pyrrolidine derivatives

Benne

Maccallini

Rudolf

et al. 2006

Carbon

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“…Investigations of photoinduced electron transfer in organic donor-acceptor molecular systems containing Chl, chlorins and porphyrins as electron donors with fullerenes as electron acceptors have attracted enormous interest in mimicking the photosynthesis processes that are one of the most fascinating fields of current researches (29)(30)(31)(32)(33)(34)(35). We have previously reported the photoinduced electron-transfer processes of the mixtures of fullerenes (C 60 /C 70 ) and porphyrins/phthalocyanines (P/Pc) (36)(37)(38)(39).…”

Section: Introductionmentioning

confidence: 99%

Photoinduced Electron Transfer Between Chlorophylls (a/b) and Fullerenes (C60/C70) Studied by Laser Flash Photolysis¶

Elkhouly¹,

Araki²,

Fujitsuka³

et al. 2001

Photochem Photobiol

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Photoinduced electron-transfer processes in the systems of chlorophylls (Chl) (chlorophyll-a [Chl-a] and chlorophyll-b) and fullerenes (C60/C70) in both polar and non-polar solvents have been investigated with nanosecond laser photolysis technique, observing the transient spectra in the visible/near-IR regions. By the excitation of Chl in benzonitrile (BN) it has been proved that electron transfer takes place from the triplet excited states of Chl to the ground states of C60/C70. By the excitation of C70 in BN electron transfer takes place from the ground states of Chl to the triplet excited state of C70. In both Chl the rate constants and quantum yields for the electron-transfer processes are as high as those of zinc porphyrins and zinc phthalocyanines, indicating that the long alkyl chains of Chl play no role in retarding the electron transfer. The rate constant for the electron-mediating process from the radical anion of C70 to octylviologen dication yielding the octylviologen radical cation was evaluated. The back electron-transfer process from the viologen radical cation to the radical cation of Chl-a takes place in a longer time-scale, indicating that a photosensitized electron-transfer/electron-mediating cycle is achieved.

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“…Many active electronic materials that combine the p-type semiconducting properties of conjugated polymers with the ntype properties of fullerenes have been prepared after more than a decade of research; it appears that such donor-bridge-acceptor systems are effective solution processable organic semiconductors in a variety of thin film organic electronics applications [17,18]. The electron-transfer processes between donor and acceptor of the donor-bridgeacceptor systems have been investigated in some detail [19][20][21][22][23], revealing that the conjugated polymeric nature of the materials influences their photophysical behavior. Recently, Komatsu et al have synthesized C60-derivatized conjugated polymers with the strong electron donor 3,4-ethylenedioxylthiophene [24].…”

Section: Introductionmentioning

confidence: 99%