Frontiers of Chemical Science and Engineering >
Synthesis and properties of tetrathiafulvalene-porphyrin assemblies
Received date: 11 Jul 2011
Accepted date: 26 Sep 2011
Published date: 05 Dec 2011
Copyright
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 1H nuclear magnetic resonance (1H 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.
Key words： tetrathiafulvalene; tetraphenylporphyrin; dyad; triad; fluorescence molecular switch
Meijiang LI , Rui HUANG , Changzhi WU , Hujin ZUO , Guoqiao LAI , Yongjia SHEN . Synthesis and properties of tetrathiafulvalene-porphyrin assemblies[J]. Frontiers of Chemical Science and Engineering, 2011 , 5(4) : 422 -428 . DOI: 10.1007/s11705-011-1124-x
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