Photochemistry of covalently-linked multi-porphyrinic systems |
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| Institution: | 1. Department of Chemistry, Graduate School of Science, Kyoto University, Sakyo-ku, Kyoto 606-8502, Japan;2. Center for Ultrafast Optical Characteristics Control and Department of Chemistry, Yonsei University, Seoul 120-749, Korea;1. Instituto de Física, Universidade do Estado do Rio de Janeiro, RJ 20559-900, Brazil;2. Departamento de Física, Pontifícia Universidade Católica do Rio de Janeiro, RJ 22453-900, Brazil;1. Department of General Physics, Eastern European National University, Lutsk, Ukraine;2. Faculty of Electrical Engineering, Czestochowa University of Technology, Armii Krajowej 17, Czestochowa, Poland;3. Volyn National University, Voli Ave 13, 43025 Lutsk, Ukraine;4. Department of Inorganic and Physical Chemistry, Eastern European National University, Lutsk, Ukraine;5. Wireless and Photonic Networks Research Centre, Faculty of Engineering, Universiti Putra Malaysia, 43400 Serdang, Selangor, Malaysia;6. Lutsk National Technical University, Lutsk, Ukraine;7. Department of Inorganic and Organic Chemistry, Lviv National University of Veterinary Medicine and Biotechnologies, 50 Pekarska Street, 79010 Lviv, Ukraine;8. Institute of Physics, J. Dlugosz University Częstochowa, Armii Krajowej 13/15, Częstochowa PL-42-217, Poland;1. Department of Pharmacy & Pharmacology, Antoni van Leeuwenhoek/The Netherlands Cancer Institute and MC Slotervaart, Amsterdam, The Netherlands;2. Pharma Mar, S.A. Colmenar Viejo, Madrid, Spain;3. Division of Clinical Pharmacology, Department of Medical Oncology, The Netherlands Cancer Institute, Amsterdam, The Netherlands;4. Division of Pharmacoepidemiology and Clinical Pharmacology, Faculty of Science, Department of Pharmaceutical Sciences, Utrecht University, Utrecht, The Netherlands;1. National Research Tomsk Polytechnic University, 30 Lenin Avenue, Tomsk 634034, Russian Federation;2. Institute for Scintillation Materials, 60 Lenin Avenue, Kharkov 61001, Ukraine |
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| Abstract: | Synthesis, structural characteristics, and optical and electrochemical properties of various covalently-linked porphyrin arrays are described. First, aromatic-spacer bridged diporphyrins were prepared in which the diporphyrin geometries were conformationally-restricted and thus suitable for detailed studies on the exciton coupling and the intramolecular energy and/or electron transfer reactions. Secondly, the Ag(I)-salt oxidation of 5,15-diaryl Zn(II) porphyrins provided meso–meso-linked Zn(II)-diporphyrins. This reaction is advantageous in light of its high regioselectivity and easy extension to longer porphyrin arrays. The doubling reaction was repeated up to the synthesis of a discrete 128-mer, which is, to the best of our knowledge, the longest man-made molecule. Finally, the oxidation of meso–meso-linked Zn(II) porphyrin arrays with a combination of 2,3-dichloro-5,6-dicyano-1,4-benzoquinone (DDQ) and Sc(III)(OTf)3 produced fused porphyrin arrays with full π-conjugation, which displayed extremely small HOMO–LUMO gaps that reach into the infrared region. |
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