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Control over photoinduced energy and electron transfer in supramolecular polyads of covalently linked azaBODIPY-bisporphyrin 'Molecular Clip' hosting fullerene

Title
Control over photoinduced energy and electron transfer in supramolecular polyads of covalently linked azaBODIPY-bisporphyrin 'Molecular Clip' hosting fullerene
Authors
D'Souza F.Amin A.N.El-Khouly M.E.Subbaiyan N.K.Zandler M.E.Fukuzumi S.
Ewha Authors
Shunichi Fukuzumi
SCOPUS Author ID
Shunichi Fukuzumiscopus
Issue Date
2012
Journal Title
Journal of the American Chemical Society
ISSN
0002-7863JCR Link
Citation
vol. 134, no. 1, pp. 654 - 664
Indexed
SCI; SCIE; SCOPUS WOS scopus
Abstract
A 'molecular clip' featuring a near-IR emitting fluorophore, BF 2-chelated tetraarylazadipyrromethane (aza-BODIPY) covalently linked to two porphyrins (MP, M = 2H or Zn) has been newly synthesized to host a three-dimensional electron acceptor fullerene via a 'two-point' metal-ligand axial coordination. Efficient singlet-singlet excitation transfer from 1ZnP* to aza-BODIPY was witnessed in the dyad and triad in nonpolar and less polar solvents, such as toluene and o-dichlorobenzene, however, in polar solvents, additional electron transfer occurred along with energy transfer. A supramolecular tetrad was formed by assembling bis-pyridine functionalized fullerene via a 'two-point' metal-ligand axial coordination, and the resulted complex was characterized by optical absorption and emission, computational, and electrochemical methods. Electron transfer from photoexcited zinc porphyrin to C 60 is witnessed in the supramolecular tetrad from the femtosecond transient absorption spectral studies. Further, the supramolecular polyads (triad or tetrad) were utilized to build photoelectrochemical cells to check their ability to convert light into electricity by fabricating FTO/SnO 2/polyad electrodes. The presence of azaBODIPY and fullerene entities of the tetrad improved the overall light energy conversion efficiency. An incident photon-to-current conversion efficiency of up to 17% has been achieved for the tetrad modified electrode. © 2011 American Chemical Society.
DOI
10.1021/ja209718g
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자연과학대학 > 화학·나노과학전공 > Journal papers
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