Two donor-σ-acceptor molecular systems incorporating tetrathiafulvalene (TTF) and tetraphenylporphyrin (TPP) units, TTF-TPP (dyad 1) and TTF-TPP-TTF (triad 2), were synthesized. Both dyad 1 and triad 2 and their synthetic intermediates have been characterized by 1 H nuclear magnetic resonance ( 1 H NMR) and mass spectrography (MS). Their ultraviolet and visible spectroscopy (UV-Vis) and cyclic voltammetry (CV) showed negligible intramolecular charge transfer interaction in their ground states. Their fluorescence intensity was strongly quenched compared with TPP, which implied the photoinduced electron transfer occurred from the TTF unit to the TPP unit in the excited state. On the other hand, their fluorescence intensity could be modulated by sequential oxidation of the TTF unit using chemical methods, which exhibited their potential application in fluorescence molecular switch.
in Wiley Online Library (wileyonlinelibrary.com).3,4-(Hydroxymethyl-ethylenedioxy)thiophene (4) and 3,4-(2 0 -hydroxypropylenedioxy)thiophene (4 0 ) were synthesized from dimethyl 3,4-dihydroxythiophene-2,5-dicarboxylate (1), which were isomers and difficult to separate. When they were esterified with tetrathiafulvalene carried carboxylic acid group, only 3,4-(hydroxymethyl-ethylenedioxy)thiophene (4) could be esterified. No such selectivity was observed when the isomers were esterified by lauric acid and benzoic acid, respectively.
scite is a Brooklyn-based organization that helps researchers better discover and understand research articles through Smart Citations–citations that display the context of the citation and describe whether the article provides supporting or contrasting evidence. scite is used by students and researchers from around the world and is funded in part by the National Science Foundation and the National Institute on Drug Abuse of the National Institutes of Health.