Premium
Porphyrin–Phthalocyanine/Pyridylfullerene Supramolecular Assemblies
Author(s) -
Pereira Ana M. V. M.,
Hausmann Anita,
Tomé João P. C.,
Trukhina Olga,
Urbani Maxence,
Neves Maria G. P. M. S.,
Cavaleiro José A. S.,
Guldi Dirk M.,
Torres Tomás
Publication year - 2012
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201103776
Subject(s) - phthalocyanine , porphyrin , photochemistry , excited state , intramolecular force , supramolecular chemistry , electron transfer , electron donor , tetraphenylporphyrin , artificial photosynthesis , chemistry , electron acceptor , photoinduced electron transfer , acceptor , quantum yield , materials science , fluorescence , stereochemistry , photocatalysis , molecule , catalysis , organic chemistry , physics , condensed matter physics , quantum mechanics , nuclear physics
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 H 2 P–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 S 2 excited state as well as from the S 1 excited state of the porphyrins to the energetically lower‐lying phthalocyanines, followed by an intramolecular charge‐transfer to yield P–Pc .+ ⋅ C 60 .− . This unique sequence of processes opens the way for solar‐energy‐conversion processes.