Journal
COMPTES RENDUS CHIMIE
Volume 9, Issue 7-8, Pages 881-891Publisher
ELSEVIER FRANCE-EDITIONS SCIENTIFIQUES MEDICALES ELSEVIER
DOI: 10.1016/j.crci.2005.11.008
Keywords
fullerene; donor-acceptor systems; tetrathiafulvalene; electron transfer
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Diels-Alder reaction of endocyclic, acyclic 1,3-dienes or (hetero) o-quitiodiinethanes with the dienophilic fullerene C-60 is presented as an efficient tool for linking electroactive units giving rise to systems where both the donor and C-60 partners take up well defined volumes and orientations with respect to one another. While porphyrin is the most frequently used electron donor in artificial photosynthetic models, C-60-based tetrathiafulvalene (TTF) or pi-conjugated oligomer adducts remain interesting candidates for the preparation of photovoltaic devices. In this account, we focus on the use of the Diels-Alder cycloaddition and its use in the synthesis of TTF-C-60 dyads, (TTF)(n)-C-60 polyads and C-60-TTF-C-60 dumbbells as part of ongoing research into materials which display efficient photo-induced electron transfer.
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