Polarity effects on the photophysics of dendrimers with an oligophenylenevinylene core and peripheral fullerene units

Chemistry : a European Journal
Manuel Gutierrez-NavaJean-François Nierengarten

Abstract

Highly soluble dendritic branches with fullerene subunits at the periphery and a carboxylic acid function at the focal point have been prepared by a convergent approach. They have been attached to an oligophenylenevinylene (OPV) core bearing two alcohol functions to yield dendrimers with two, four or eight peripheral C60 groups. Their photophysical properties have been systematically investigated in solvents of increasing polarity; that is, toluene, dichloromethane, and benzonitrile. Ultrafast OPV-->C60 singlet energy transfer takes place for the whole series of dendrimers, whatever the solvent. Electron transfer from the fullerene singlet is thermodynamically allowed in CH2Cl2 and benzonitrile, but not in apolar toluene. For a given solvent, the extent of electron transfer, signaled by the quenching of the fullerene fluorescence, is not the same along the series, despite the fact that identical electron transfer partners are present. By increasing the dendrimer size, electron transfer is progressively more difficult due to isolation of the central OPV core by the dendritic branches, which hampers solvent induced stabilization of charge separated couples. Compact structures of the hydrophobic dendrimers are favored in solvents ...Continue Reading

Citations

Mar 4, 2014·PloS One·Maria Jimena PrietoSilvia del Valle Alonso
Aug 10, 2006·Analytical and Bioanalytical Chemistry·Haiko HerschbachJean-François Nierengarten
Dec 1, 2006·Photochemical & Photobiological Sciences : Official Journal of the European Photochemistry Association and the European Society for Photobiology·John N CliffordNicola Armaroli
Jun 13, 2006·Chemical Communications : Chem Comm·Teresa M Figueira-DuarteJean-François Nierengarten
Jan 22, 2011·European Journal of Medicinal Chemistry·María Jimena PrietoSilvia del Valle Alonso
Dec 21, 2006·Chemical Communications : Chem Comm·Teresa M Figueira-DuarteJean-François Nierengarten
Nov 14, 2014·Chemical Record : an Official Publication of the Chemical Society of Japan ... [et Al.]·Iwona Nierengarten, Jean-François Nierengarten
Apr 19, 2007·Chemistry, an Asian Journal·Nicola ArmaroliJean-François Nierengarten
Aug 8, 2007·Chemphyschem : a European Journal of Chemical Physics and Physical Chemistry·Lucia FlamigniBarbara Ventura
Jun 2, 2005·Chemistry : a European Journal·Mourad ElhabiriJean-François Nierengarten
Jan 25, 2006·Chemical Communications : Chem Comm·Carmen M AtienzaDirk M Guldi
Oct 21, 2017·Chemical Communications : Chem Comm·Jean-François Nierengarten
Apr 14, 2005·Chemical Reviews·Peter F H SchwabJosef Michl
Mar 25, 2005·The Journal of Organic Chemistry·Amnon Bar-ShirMichael Gozin
Jun 2, 2006·Organic Letters·Luis SánchezDirk M Guldi
Jun 8, 2006·Journal of the American Chemical Society·Vakayil K PraveenAyyappanpillai Ajayaghosh
Jun 30, 2006·Organic Letters·Arpornrat NantalaksakulS Thayumanavan
Dec 1, 2006·The Journal of Physical Chemistry. B·Tai-Sang AhnChristopher J Bardeen

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