Photoelectrochemical Properties of Supramolecular Composite of Fullerene Nanoclusters and 9-Mesityl-10-carboxymethylacridinium Ion on SnO<sub>2</sub>

Hasobe, Taku; Hattori, Shinichi; Kotani, Hiroaki; Ohkubo, Kei; Hosomizu, Kohei; Imahori, Hiroshi; Kamat, Prashant V.; Fukuzumi, Shunichi

doi:10.1021/ol048913b

Cited by 41 publications

(39 citation statements)

References 28 publications

(21 reference statements)

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“…More recently, these properties were also claimed to allow 8 to act as a useful photoredox sensitizer. [41,42] As in the case of 7, the long lifetime of the CT state in 8 was attributed to a high barrier for back electron transfer under inverted-region conditions due to the high energy (2.37 eV) of the CT state. [26] We realize that, in contrast to the situation for 7, the special properties of the CT state in 8 cannot be attributed to a possible triplet character of this state.…”

Section: Long-lived Charge Separation In a Compact Zinc Chlorin-c 60 mentioning

confidence: 88%

Long‐Lived Charge‐Transfer States in Compact Donor–Acceptor Dyads

et al. 2005

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Photoinduced electron transfer is a widely applied method to convert photon energy into a useful (electro)chemical potential, both in nature and in artificial devices. There is a continuing effort to develop molecular systems in which the charge-transfer state, populated by photoinduced electron transfer, survives sufficiently long to tap the energy stored in it. In general this has been found to require the construction of rather complex molecular systems, but more recently a few approaches have been reported that allow the use of much more simple and relatively small electron donor-acceptor dyads for this purpose. The most successful examples of such systems seem to be those that apply "electron spin control" to slow down the spontaneous decay of the charge-transfer state, and these are reviewed in this minireview, with a discussion of the underlying principles and a critical evaluation of some of the claims made with regard to using a pronounced "inverted-region effect" as an alternative method to prolong the lifetime of charge-transfer states.

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Section: Long-lived Charge Separation In a Compact Zinc Chlorin-c 60 mentioning

confidence: 88%

Long‐Lived Charge‐Transfer States in Compact Donor–Acceptor Dyads

et al. 2005

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“…A simple molecular dyad (Acr + -Mes) capable of fast charge separation but extremely slow charge recombination has allowed to develop a unique organic photovoltaic cell using the dyad. In order to assemble the dyad on an optically transparent electrode (OTE) of nanostructured SnO 2 (OTE/SnO 2 ), a carboxyl group was introduced to the dyad to prepare 9-mesityl-10-carboxymethylacridinium ion (Mes-Acr + -COOH) [45]. An organic photovoltaic cell composed of Mes-Acr + -COOH and fullerene nanoclusters has been constructed as shown in Scheme 6 [45].…”

Section: Organic Solar Cells With Donor-acceptor Dyadsmentioning

confidence: 99%

“…In order to assemble the dyad on an optically transparent electrode (OTE) of nanostructured SnO 2 (OTE/SnO 2 ), a carboxyl group was introduced to the dyad to prepare 9-mesityl-10-carboxymethylacridinium ion (Mes-Acr + -COOH) [45]. An organic photovoltaic cell composed of Mes-Acr + -COOH and fullerene nanoclusters has been constructed as shown in Scheme 6 [45]. Fullerene (C 60 ) clusters prepared from C 60 suspension in acetonitrile/toluene (3/1) have been deposited electrophoretically on the OTE/SnO 2 /Mes-Acr + -COOH electrode [denoted as OTE/SnO 2 /Mes-Acr + -COOH+(C 60 ) n ] in order to improve the light-harvesting and electron-transport efficiency [45].…”

Section: Organic Solar Cells With Donor-acceptor Dyadsmentioning

confidence: 99%

“…An organic photovoltaic cell composed of Mes-Acr + -COOH and fullerene nanoclusters has been constructed as shown in Scheme 6 [45]. Fullerene (C 60 ) clusters prepared from C 60 suspension in acetonitrile/toluene (3/1) have been deposited electrophoretically on the OTE/SnO 2 /Mes-Acr + -COOH electrode [denoted as OTE/SnO 2 /Mes-Acr + -COOH+(C 60 ) n ] in order to improve the light-harvesting and electron-transport efficiency [45].…”

Section: Organic Solar Cells With Donor-acceptor Dyadsmentioning

confidence: 99%

“…Photoelectrochemical measurements were performed using a standard two-electrode system consisting of a working electrode and a Pt wire gauze electrode in air-saturated acetonitrile containing 0.5 M NaI and 0.01 M I 2 [45]. The maximum IPCE (incident photon-to-photocurrent efficiency) value of OTE/SnO 2 /Acr + -Mes-COOH was only 2 % (445 nm), whereas the IPCE value of Scheme 5 Photocatalytic hydrogen evolution with Acr + -Mes and NADH [40].…”

Section: Organic Solar Cells With Donor-acceptor Dyadsmentioning

confidence: 99%

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New development of photoinduced electron-transfer catalytic systems

Fukuzumi

2007

Pure and Applied Chemistry

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As an alternative to conventional charge-separation functional molecular models based on multi-step long-range electron transfer (ET) within redox cascades, simple donor-acceptor dyads have been developed to attain a long-lived and high-energy chargeseparated (CS) state without significant loss of excitation energy. In particular, a simple molecular electron donor-acceptor dyad, 9-mesityl-10-methylacridinium ion (Acr + -Mes), is capable of fast charge separation but extremely slow charge recombination. Such a simple molecular dyad has significant advantages with regard to synthetic feasibility, providing a variety of applications for photoinduced ET catalytic systems, including efficient photocatalytic systems for the solar energy conversion and construction of organic solar cells.

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Photoinduced Reactions of Radical Ions via Charge Separation

Fukuzumi

Ohkubo

2012

Encyclopedia of Radicals in Chemistry, Biology and Materials

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This article describes the recent development of photocatalytic reactions using a simple donor‐acceptor‐linked dyad, 9‐mesityl‐10‐methylacridinium ion (Acr + –Mes). The electron‐transfer state of Acr + –Mes (Acr · –Mes ·+ ), produced on visible light irradiation, acts as an efficient oxidant and reductant. The use of Acr + –Mes, which has an extremely long‐lived charge‐separated state, enables the construction of highly efficient photocatalytic systems such as oxygenation, bromination, and carbon‐carbon bond formation of aromatic compounds.

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Photoelectrochemical Properties of Supramolecular Composite of Fullerene Nanoclusters and 9-Mesityl-10-carboxymethylacridinium Ion on SnO₂

Cited by 41 publications

References 28 publications

Long‐Lived Charge‐Transfer States in Compact Donor–Acceptor Dyads

Long‐Lived Charge‐Transfer States in Compact Donor–Acceptor Dyads

New development of photoinduced electron-transfer catalytic systems

Photoinduced Reactions of Radical Ions via Charge Separation

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Photoelectrochemical Properties of Supramolecular Composite of Fullerene Nanoclusters and 9-Mesityl-10-carboxymethylacridinium Ion on SnO2

Cited by 41 publications

References 28 publications

Long‐Lived Charge‐Transfer States in Compact Donor–Acceptor Dyads

Long‐Lived Charge‐Transfer States in Compact Donor–Acceptor Dyads

New development of photoinduced electron-transfer catalytic systems

Photoinduced Reactions of Radical Ions via Charge Separation

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Product

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Photoelectrochemical Properties of Supramolecular Composite of Fullerene Nanoclusters and 9-Mesityl-10-carboxymethylacridinium Ion on SnO₂