Photodriven transmembrane charge separation and electron transfer by a carotenoporphyrin–quinone triad

Seta, P.; Bienvenue, E.; Moore, Ana L.; Mathis, Paul; Bensasson, René V.; Liddell, Paul A.; Pessiki, Peter J.; Joy, Anna; Moore, Thomas A.; Gust, Devens

doi:10.1038/316653a0

Cited by 115 publications

(57 citation statements)

References 10 publications

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“…Of particular interest is System 45 described by Seta et al [101] in which the possibility of PET across lipid membrane by virtue of intramolecular charge separation process has been demonstrated (see Fig. 4e).…”

Section: Planar Bilayer Lipid Membranesmentioning

confidence: 97%

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Photoinduced electron transfer across membranes

Lymar

Parmon

Zamaraev

1991

Topics in Current Chemistry

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Section: Planar Bilayer Lipid Membranesmentioning

confidence: 97%

“…The whole set of the above reactions results in electron transfer from phase I to phase II with the regeneration of the initial triad, the turnover of the triad in the PET cycle across BLM being quite high [101].…”

Section: Planar Bilayer Lipid Membranesmentioning

confidence: 99%

Photoinduced electron transfer across membranes

Lymar

Parmon

Zamaraev

1991

Topics in Current Chemistry

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“…However, considering efficient conversion of the resulting chargeseparated state into electrical or chemical energies, it is essential to arrange porphyrin-fullerene-linked molecules unidirectionally in organized media. Although Langmuir-Blodgett and lipid bilayer membranes have been frequently employed for the molecular organization, [138][139][140][141][142][143][144][145][146] instability and defects in the artificial membranes have limited successful development of the light energy conversion systems (internal quantum yield < 10%). We have focused on self-assembled monolayers (SAMs) 147,148 as a new methodology for molecular assembly.…”

Section: Self-assembled Monolayers Of Porphyrinfullerene-linked Systementioning

confidence: 99%

Creation of Fullerene-Based Artificial Photosynthetic Systems

Imahori¹

2007

Bulletin of the Chemical Society of Japan

156

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Various porphyrin-fullerene-linked systems have been prepared to elucidate the intrinsic electron-transfer properties of fullerenes. Photodynamical studies on porphyrin-fullerene-linked systems showed that spherical fullerenes accelerated photoinduced electron transfer and charge-shift, but slowed down charge recombination, which is in sharp contrast with those of conventional planar acceptors such as quinones and imides. For the first time, it was shown that the unique electron-transfer properties result from the small reorganization energies of fullerenes arising from the delocalized system on the sphere together with the rigid structure. The small reorganization energies make it possible to produce a long-lived charge-separated state with a high quantum yield in donor-fullerene systems. The finding also will allow us to construct light energy conversion systems as well as artificial photosynthetic models. Highly efficient photoinduced energy and electron transfer were achieved on gold and ITO electrodes modified with self-assembled monolayers of the porphyrin-fullerene-linked systems. We also developed dye-sensitized bulk heterojunction solar cell possessing both characteristics of dye-sensitized and bulk heterojunction solar cells. These results showed the advantages of fullerenes as electron acceptors in artificial photosynthetic model, photonic molecular devices and machines, and organic molecular electronics including solar cells.

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“…Previous studies have shown that conjugated systems with appropriate end groups (3)(4)(5) and confined aromatic systems (6) can transfer excitations upon photon absorption or after reduction or oxidation. A major challenge is to achieve charge transfer with low fields as in metallic wires and to establish communication with individual, electrically separated nanometer structures or molecules.…”

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confidence: 99%

Conducting Polyaniline Filaments in a Mesoporous Channel Host

Bein

1994

Science

1,122

594

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Conducting filaments of polyaniline have been prepared in the 3-nanometer-wide hexagonal channel system of the aluminosilicate MCM-41. Adsorption of aniline vapor into the dehydrated host, followed by reaction with peroxydisulfate, leads to encapsulated polyaniline filaments. Spectroscopic data show that the filaments are in the protonated emeraldine salt form, and chromatography indicates chain lengths of several hundred aniline rings. The filaments have significant conductivity while encapsulated in the channels, as measured by microwave absorption at 2.6 gigahertz. We have demonstrated previously the encapsulation of several different conjugated polymers such as polypyrrole and pyrolyzed polyacrylonitrile in the well-defined channels of zeolite molecular sieves (7-10). The template synthesis of conducting polymers in the much larger, random pores (about 0.1 to 1 pm) of insulating host membranes has also been described (11). Networks of poly(3-methylthiophene) dendrites have been grown between electrodes (12). We have now achieved the stabilization of conducting polyaniline filaments in the ordered, 3-nm-wide hexagonal channels of the mesoporous aluminosilicate host (13, 14) MCM-41. We were able to demonstrate the ac conductivity of such encapsulated filaments of nanometer dimensions.A distinctive feature of polyaniline among the conducting polymers is that its conductivity is not only controlled by the degree of chain oxidation but also by the level of protonation in {l (-B-NH-B-NH-)y (-B-N=Q=N-)1-yl (HA)Q,, (15,16 (Fig. 2). The similarity of the ring and C-H bending modes between PANI-loaded host (PANI-MCM) and emeraldine salt, seen in their Raman spectra (Fig. 3) 4.6, 3.4 (shoulder), and 1.6 eV, typical for the band-gap and polaron transitions of emeraldine salt (20). The encapsulated, evacuated polymer shows a single, fairly broad (8 G) electron spin resonance line at g = 2.0032, suggesting slightly lower protonation levels than in emeraldine salt (21) or dipolar interactions with the MCM channel walls.The relative chain length of intrachannel polyaniline [versus polystyrene (PS) (Fig. 4). If we assume a polymer density of 1.3 g/cm3 (23), the loading of 0.28 g per gram of host closely corresponds to the change in poros- Fig. 1. Reaction scheme for the encapsulation of polyaniline in the channels of

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Photodriven transmembrane charge separation and electron transfer by a carotenoporphyrin–quinone triad

Cited by 115 publications

References 10 publications

Photoinduced electron transfer across membranes

Photoinduced electron transfer across membranes

Creation of Fullerene-Based Artificial Photosynthetic Systems

Conducting Polyaniline Filaments in a Mesoporous Channel Host

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