Extinction coefficients of C60 triplet and anion radical, and one-electron reduction of the triplet by aromatic donors

Biczók, László; Linschitz, Henry; Walter, Robert I.

doi:10.1016/0009-2614(92)85613-f

Cited by 144 publications

(96 citation statements)

References 38 publications

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“…[26] In marked contrast to C 60 , intersystem crossing in borondipyrromethene (Bodipy) dyes is extremely inefficient and the detection of phosphorescence from such molecules has been highly elusive. [27] The first such report [28] described the sensitized emission from a Bodipy-based molecular dyad and located the triplet energy at 12 920 cm…”

mentioning

confidence: 99%

Selective Triplet‐State Formation during Charge Recombination in a Fullerene/Bodipy Molecular Dyad (Bodipy=Borondipyrromethene)

Ziessel

Allen

Rewinska

et al. 2009

Chemistry A European J

198

299

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A conformationally restricted molecular dyad has been synthesized and subjected to detailed photophysical examination. The dyad comprises a borondipyrromethene (Bodipy) dye covalently linked to a buckminsterfullerene C60 residue, and is equipped with hexadecyne units at the boron centre in order to assist solubility. The linkage consists of a diphenyltolane, attached at the meso position of the Bodipy core and through an N-methylpyrrolidine ring at the C60 surface. Triplet states localised on the two terminals are essentially isoenergetic. Cyclic voltammetry indicates that light-induced electron transfer from Bodipy to C60 is thermodynamically favourable and could compete with intramolecular energy transfer in the same direction. The driving force for light-induced electron abstraction from Bodipy by the singlet excited state of C60 depends critically on the solvent polarity. Thus, in non-polar solvents, light-induced electron transfer is thermodynamically uphill, but fast excitation energy transfer occurs from Bodipy to C60 and is followed by intersystem crossing and subsequent equilibration of the two triplet excited states. Moving to a polar solvent switches on light-induced electron transfer. Now, in benzonitrile, the charge-transfer state (CTS) is positioned slightly below the triplet levels, such that charge recombination restores the ground state. However, in CH2Cl2 or methyltetrahydrofuran, the CTS is slightly higher in energy than the triplet levels, and decays, in part, to form the triplet state localized on the C60 residue. This step is highly specific and does not result in direct formation of the triplet excited state localized on the Bodipy unit. Subsequent equilibration of the two triplets takes place on a relatively slow timescale.

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confidence: 99%

Selective Triplet‐State Formation during Charge Recombination in a Fullerene/Bodipy Molecular Dyad (Bodipy=Borondipyrromethene)

Ziessel

Allen

Rewinska

et al. 2009

Chemistry A European J

198

299

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“…For each conformer, the prediction of the rotational spectrum was performed from a structural model that keeps the geometry of the free monomers, THP [3] and HF, [4] and binds each other through a linear hydrogen bond contained in the plane bisector to the C-O-C angle. The structural parameters for the hydrogen bond were taken from the related complexes THP´´´HCl [1] and, with tetrahydrofuran, THF´´´HF.…”

Section: Triplet-state Absorption Spectramentioning

confidence: 99%

Photophysical Properties of the Ground and Triplet State of Four Multiphenylated [70]Fullerene Compounds

et al. 2001

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“…PIET was also studied in C 60 complexes with amines in solution [21][22][23]. It was shown that the C 60 photoexcited singlet or triplet states are quenched in the presence of amines by electron transfer to form either ion radicals or ion-radical pairs (exciplexes) [21][22][23].…”

Section: Introductionmentioning

confidence: 98%

Photoinduced Electron Transfer in Solid C₆₀Donor/Acceptor Complexes Studied by Light-Induced Electron-Spin Resonance

Konarev

Lyubovskaya

Zerza

et al. 2005

Molecular Crystals and Liquid Crystals

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Light-induced ESR (LESR) spectroscopy was used to study photoinduced electron transfer (PIET) in the crystals of the C 60 donor=acceptor complexes. High-field LESR signals attributed to C À 60 (g ¼ 1.9984 À 1.9992 and DH ¼ 3 À 6 G at 100 K) were observed in fullerene complexes with Leuco Crystal Violet (LCVÁC 60 ÁC 6 H 5 Cl, 1), N,N,N 0 ,N 0 -tetramethyl-p-phenylenediamine (TMPDAÁC 60 , 2), and bianthrone ((BA) 2 C 60 , 3), whereas a low-field LESR signal in 2 was attributed to TMPDA . þ . Microwave power studies reveal two independent spins in 2 and show high relaxation rates for photoinduced spins on C À 60 . The LESR signals consist of a major long-lived ''persistent'' component and a minor ''prompt'' one, which disappears immediately after light is off. The maximal intensity of the LESR signals was observed for the excitation of 1-3 below 2 eV. This range of photon energy corresponds to direct intermolecular charge transfer from donor to C 60 molecules. PIET is temperature activated with E a ¼ 23, 43 and 49 meV for 1, 2, and 3, respectively. Photoinduced spin susceptibility attains the maximum at 30 K in 1 and decreases with temperature down to 4 K indicating a possible The 3=[315]antiferromagnetic interaction of spins, while in 2 it increases with the temperature decrease down to 4 K.

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Extinction coefficients of C60 triplet and anion radical, and one-electron reduction of the triplet by aromatic donors

Cited by 144 publications

References 38 publications

Selective Triplet‐State Formation during Charge Recombination in a Fullerene/Bodipy Molecular Dyad (Bodipy=Borondipyrromethene)

Selective Triplet‐State Formation during Charge Recombination in a Fullerene/Bodipy Molecular Dyad (Bodipy=Borondipyrromethene)

Photophysical Properties of the Ground and Triplet State of Four Multiphenylated [70]Fullerene Compounds

Photoinduced Electron Transfer in Solid C₆₀Donor/Acceptor Complexes Studied by Light-Induced Electron-Spin Resonance

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Extinction coefficients of C60 triplet and anion radical, and one-electron reduction of the triplet by aromatic donors

Cited by 144 publications

References 38 publications

Selective Triplet‐State Formation during Charge Recombination in a Fullerene/Bodipy Molecular Dyad (Bodipy=Borondipyrromethene)

Selective Triplet‐State Formation during Charge Recombination in a Fullerene/Bodipy Molecular Dyad (Bodipy=Borondipyrromethene)

Photophysical Properties of the Ground and Triplet State of Four Multiphenylated [70]Fullerene Compounds

Photoinduced Electron Transfer in Solid C60Donor/Acceptor Complexes Studied by Light-Induced Electron-Spin Resonance

Contact Info

Product

Resources

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Photoinduced Electron Transfer in Solid C₆₀Donor/Acceptor Complexes Studied by Light-Induced Electron-Spin Resonance