Porphyrin–Phthalocyanine/Pyridylfullerene Supramolecular Assemblies |
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Authors: | Dr. João P. C. Tomé Olga Trukhina Dr. Maxence Urbani Dr. Maria G. P. M. S. Neves Prof. José A. S. Cavaleiro Prof. Dirk M. Guldi Prof. Tomás Torres |
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Affiliation: | 1. Departamento de Química e QOPNA, Universidade de Aveiro, Campus de Santiago, 3810‐193 Aveiro (Portugal);2. Departamento de Química Orgánica, Universidad Autónoma de Madrid, Cantoblanco, 28049‐Madrid (Spain);3. Friedrich‐Alexander‐Universit?t Erlangen‐Nürnberg, Institute for Physical Chemistry, Egerlandstr. 3, 91058 Erlangen (Germany);4. IMDEA‐Nanociencia. Facultad de Ciencias, Cantoblanco, 28049‐ Madrid (Spain) |
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Abstract: | The synthesis and photophysical properties of several porphyrin (P)–phthalocyanine (Pc) conjugates (P–Pc; 1 – 3 ) are described, in which the phthalocyanines are directly linked to the β‐pyrrolic position of a meso‐tetraphenylporphyrin. Photoinduced energy‐ and electron‐transfer processes were studied through the preparation of H2P–ZnPc, ZnP–ZnPc, and PdP–ZnPc conjugates, and their assembly through metal coordination with two different pyridylfulleropyrrolidines ( 4 and 5 ). The resulting electron‐donor–acceptor hybrids, which were formed by axial coordination of compounds 4 and 5 with the corresponding phthalocyanines, mimicked the fundamental processes of photosynthesis; that is, light harvesting, the transduction of excited‐state energy, and unidirectional electron transfer. In particular, photophysical studies confirmed that intramolecular energy‐transfer resulted from the S2 excited state as well as from the S1 excited state of the porphyrins to the energetically lower‐lying phthalocyanines, followed by an intramolecular charge‐transfer to yield P–Pc.+ ? C60.?. This unique sequence of processes opens the way for solar‐energy‐conversion processes. |
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Keywords: | electron transfer fullerenes photoinduced energy transfer phthalocyanines supramolecular chemistry |
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