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Photoinduced Energy and Electron Transfer in Phenylethynyl‐Bridged Zinc Porphyrin–Oligothienylenevinylene–C 60 Ensembles
Author(s) -
Urbani Maxence,
Ohkubo Kei,
Islam D. M. Shafiqul,
Fukuzumi Shunichi,
Langa Fernando
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.201102260
Subject(s) - photochemistry , porphyrin , chemistry , moiety , photoinduced electron transfer , electron transfer , flash photolysis , excited state , singlet state , molecule , acceptor , radical ion , ion , stereochemistry , organic chemistry , physics , quantum mechanics , nuclear physics , reaction rate constant , kinetics , condensed matter physics
Donor–bridge–acceptor triad (Por‐2TV‐C 60 ) and tetrad molecules ((Por) 2 ‐2TV‐C 60 ), which incorporated C 60 and one or two porphyrin molecules that were covalently linked through a phenylethynyl‐oligothienylenevinylene bridge, were synthesized. Their photodynamics were investigated by fluorescence measurements, and by femto‐ and nanosecond laser flash photolysis. First, photoinduced energy transfer from the porphyrin to the C 60 moiety occurred rather than electron transfer, followed by electron transfer from the oligothienylenevinylene to the singlet excited state of the C 60 moiety to produce the radical cation of oligothienylenevinylene and the radical anion of C 60 . Then, back‐electron transfer occurred to afford the triplet excited state of the oligothienylenevinylene moiety rather than the ground state. Thus, the porphyrin units in (Por)‐2TV‐C 60 and (Por) 2 ‐2TV‐C 60 acted as efficient photosensitizers for the charge separation between oligothienylenevinylene and C 60 .