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Distance dependence of photoinduced electron-transfer: syntheses and properties of biphenylene-spacered porphyrin-quinone cyclophanes

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

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Kratzer,  Bernd
Department of Organic Chemistry, Max Planck Institute for Medical Research, Max Planck Society;

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Quazzotti,  Serge
Department of Organic Chemistry, Max Planck Institute for Medical Research, Max Planck Society;

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Citation

Staab, H. A., Kratzer, B., & Quazzotti, S. (1998). Distance dependence of photoinduced electron-transfer: syntheses and properties of biphenylene-spacered porphyrin-quinone cyclophanes. European Journal of Organic Chemistry, 1998(10), 2149-2160. doi:10.1002/(SICI)1099-0690(199810)1998:10<2149:AID-EJOC2149>3.0.CO;2-E.


Cite as: http://hdl.handle.net/11858/00-001M-0000-002B-A017-5
Abstract
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.