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  • 1995-1999  (5)
  • 1975-1979
  • 1998  (5)
  • Cyclic voltammetry  (3)
  • 7,7,8,8-Tetracyanoquinodimethane (TCNQ)-bridged porphyrins  (1)
  • Electron-transfer rates, distance dependence of  (1)
  • 1
    Digitale Medien
    Digitale Medien
    Intramolecular Electron Transfer between Terminal 1,4-Dimethoxybenzene Units in Radical Cations with a [2.2](1,4)Naphthalenophane, [2.2](1,4)Anthracenophane, and Pentacene Skeleton (1998)
    Weinheim : Wiley-Blackwell
    Liebigs Annalen 1998 (1998), S. 1161-1170 
    Details
    ISSN: 1434-193X
    Schlagwort(e): [2.2](1,4)Naphthalenophanes ; [2.2](1,4)Anthracenophane ; Pentacene ; Cyclic voltammetry ; Radical cations ; ESR/ENDOR spectroscopy ; Intramolecular electron transfer ; Chemistry ; General Chemistry
    Quelle: Wiley InterScience Backfile Collection 1832-2000
    Thema: Chemie und Pharmazie
    Notizen: Various radical cations, in which two terminal 1,4-dimethoxybenzene units are anellated to [2.2]paracyclophane (2b•+, 3b•+), [2.2](1,4)naphthalenophane (4d•+), and anthracene bridges (5•+), have been studied by ESR and ENDOR spectroscopy. In the syn- and anti-naphthalenophane radical cations 2b•+ and 3b•+ the delocalization of the unpaired electron over both π-moieties and the distinct difference between the first and second oxidation potentials, ΔE = E20 - E10, are evidence for a substantial intramolecular electronic interaction between the two electrophores. Extension of the bridge in 4d•+ and 5 by benzo anellation results in a localized radical cation. Strong intramolecular electronic interaction between the two electrophores is found in the 1,4,8,11-tetramethoxy-pentacene radical cation (5•+). The syntheses of 4d are described.
    Materialart: Digitale Medien
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  • 2
    Digitale Medien
    Digitale Medien
    Distance Dependence of Photoinduced Electron-Transfer: Syntheses and Properties of Biphenylene-Spacered Porphyrin-Quinone Cyclophanes (1998)
    Weinheim : Wiley-Blackwell
    Liebigs Annalen 1998 (1998), S. 2149-2160 
    Details
    ISSN: 1434-193X
    Schlagwort(e): Porphyrin-quinone systems ; Biphenylene-spacered cyclophanes ; Syntheses, structures, spectroscopic properties ; Electron-transfer rates, distance dependence of ; Chemistry ; General Chemistry
    Quelle: Wiley InterScience Backfile Collection 1832-2000
    Thema: Chemie und Pharmazie
    Notizen: In continuation of previous syntheses of benzene-, naphthalene-, and anthracene-spacered porphyrin-quinone cyclophanes 1, 2, and 4, biphenylene-spacered porphyrin-quinone cyclophanes of structure 3 as the “missing link” between 2 and 4 were prepared in multistep syntheses. These donor-acceptor systems are of interest since, with regard to electron-transfer rates, they complete the series of 1, 2, and 4. As expected the electron-transfer of 3 proceeds between that of 2 and 4 in an especially steep region of distance dependences of electron-transfer rates.
    Materialart: Digitale Medien
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  • 3
    Digitale Medien
    Digitale Medien
    Porphyrin-Cyclophanes with 7,7,8,8-Tetracyanoquinodimethane as an Especially Strong Electron-Acceptor: Syntheses, Properties, Electron-Transfer Interactions (1998)
    Weinheim : Wiley-Blackwell
    Liebigs Annalen 1998 (1998), S. 2703-2711 
    Details
    ISSN: 1434-193X
    Schlagwort(e): Porphyrin-acceptor cyclophanes ; 7,7,8,8-Tetracyanoquinodimethane (TCNQ)-bridged porphyrins ; Electron-transfer-related properties ; Chemistry ; General Chemistry
    Quelle: Wiley InterScience Backfile Collection 1832-2000
    Thema: Chemie und Pharmazie
    Notizen: Previous work on intramolecular electron-transfer compounds of the quinone-porphyrin cyclophane type with gradually increasing electron-acceptor strength was now extended to acceptor-porphyrin cyclophanes with 7,7,8,8-tetracyanoquinodimethane (TCNQ) as an especially strong electron-acceptor. The vertically stacked TCNQ-porphyrin cyclophane 1 was prepared in a multi-step synthesis. Physical properties related to structure and electron-transfer processes of 1 are reported. To determine the distance dependence of the interaction between the electron-acceptor TCNQ and the porphyrin, first results on the synthesis of the corresponding naphthalene-spacered TCNQ-porphyrin cyclophane 15 are presented.
    Materialart: Digitale Medien
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  • 4
    Digitale Medien
    Digitale Medien
    [2.2]Paracyclophane-4,7,12,15-tetrone, [2.2](1,4)Naphthalenophane-4,7,14,17-tetrone, and 1,4,8,11-Pentacenetetrone Radical Anions - A Comparative ESR Study (1998)
    Weinheim : Wiley-Blackwell
    Liebigs Annalen 1998 (1998), S. 221-227 
    Details
    ISSN: 1434-193X
    Schlagwort(e): 1,4-Benzoquinones ; [2.2]Paracyclophanes ; 1,4,8,11-Pentacenetetrones ; Cyclic voltammetry ; Radical anions ; ESR/ENDOR spectroscopy ; Intramolecular electron transfer ; Chemistry ; General Chemistry
    Quelle: Wiley InterScience Backfile Collection 1832-2000
    Thema: Chemie und Pharmazie
    Notizen: Three types of tetrone radical anions in which two 1,4-benzoquinone units are connected by ethano (1·-, 2·-), [2.2]paracyclophane (3·-, 4·-), and anthracene bridges (5·-, 6·-) have been studied by ESR and ENDOR spectroscopy. The displacement of the unpaired electron over the two π moieties in the [2.2]cyclophane radical anions 1·--4·- and the marked difference between the first and second reduction potentials, ΔE = |E20 - E10| ≥ 0.20 V, are evidence for a substantial intramolecular electronic interaction between the two electrophores. Similar ΔE data for the syn- (3) and anti-naphthalenophanes (4) indicate that most of the intramolecular electronic interaction takes place through the [2.2]paracyclophane bridge. When ion pairing is inhibited by complexation of the cation, the unpaired electron in 5·- and 6·- is also delocalized over the whole pentacenetetrone system at temperatures as low as 160 K.
    Materialart: Digitale Medien
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  • 5
    Digitale Medien
    Digitale Medien
    Intramolecular Electron Transfer between 2,5-Dimethoxy-1,4-phenylene Units in [n.n]Paracyclophane Radical Cations (1998)
    Weinheim : Wiley-Blackwell
    Liebigs Annalen 1998 (1998), S. 139-148 
    Details
    ISSN: 1434-193X
    Schlagwort(e): Paracyclophanes ; Cyclic voltammetry ; Radical cations ; ESR/ENDOR spectroscopy ; Intramolecular electron transfer ; Chemistry ; General Chemistry
    Quelle: Wiley InterScience Backfile Collection 1832-2000
    Thema: Chemie und Pharmazie
    Notizen: A range of [n.n]paracyclophane radical cations (4·+-12·+), in which two 2,5-dimethoxy-1,4-phenylene units are connected by alkano bridges of varying length, have been studied by ESR and ENDOR spectroscopy. In the [2.2]- and [3.3]paracyclophane radical cations 4·+-6·+, 10·+ and 11·+ the delocalization of the unpaired electron over both π-moieties and the distinct difference between the first and second oxidation potentials, ΔE = E20 - E10, are evidence for a strong intramolecular electronic interaction between the two electrophores. The [5.5] and [7.7] species (8·+ and 9·+) are localized radical cations at low temperature (ca. 220 K). At room temperature, the higher molecular flexibility leads to a significant increase in the number of internal collisions between the electrophores, resulting in a fast (ESR time scale) intramolecular electron transfer. The intermediate [4.4]paracyclophane radical cations 7·+ and 12·+ are apparently also localized radical cations. The close interplanar distance between the two π-moieties, however, facilitates their mutual contacts. In 7·+, the intramolecular electron transfer becomes fast on the ESR time scale at room temperature; in 12·+ the transfer is fast over the temperature range 200-300 K.
    Materialart: Digitale Medien
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