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Porphyrin-cyclophanes with 7,7,8,8-tetracyanoquinodimethane as an especially strong electron-acceptor: syntheses, properties, electron-transfer interactions

MPG-Autoren
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Staab,  Heinz A.
Department of Organic Chemistry, Max Planck Institute for Medical Research, Max Planck Society;

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Weikard,  Jan
Department of Organic Chemistry, Max Planck Institute for Medical Research, Max Planck Society;

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Rückermann,  Andreas
Department of Organic Chemistry, Max Planck Institute for Medical Research, Max Planck Society;

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Schwögler,  Anja
Department of Organic Chemistry, Max Planck Institute for Medical Research, Max Planck Society;

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Zitation

Staab, H. A., Weikard, J., Rückermann, A., & Schwögler, A. (1998). Porphyrin-cyclophanes with 7,7,8,8-tetracyanoquinodimethane as an especially strong electron-acceptor: syntheses, properties, electron-transfer interactions. European Journal of Organic Chemistry, 1998(12), 2703-2711. doi:10.1002/(SICI)1099-0690(199812)1998:12<2703:AID-EJOC2703>3.0.CO;2-I.


Zitierlink: https://hdl.handle.net/11858/00-001M-0000-002B-343E-C
Zusammenfassung
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.