Monomeric azaheterofullerene derivatives RC59N: influence of the R moiety on spectroscopic and photophysical properties

Chemistry : a European Journal
Frank HaukeRené V Bensasson

Abstract

We have synthesised nine monomeric azaheterofullerene (AZA) derivatives, RC(59)N, with a wide variety of different side chains R and investigated their spectroscopic and photophysical properties in toluene and o-dichlorobenzene (ODCB). Measurements include their ground-state absorption spectra, molar absorption coefficient (epsilon(G)), fluorescence spectra, fluorescence quantum yields (Phi(F)), singlet-state lifetimes (tau(F)), triplet-state absorption spectra, triplet molar absorption coefficients (epsilon(T)), singlet oxygen (Phi(Delta)), and triplet state (Phi(T)) quantum yields. The replacement of a carbon by a nitrogen atom in the C(60) sphere strongly affects most of the spectroscopic and photophysical properties. The chemical nature of the R moiety has definite effects on these properties in contrast with minor effects on the chemical nature of the addends in [6,6]-ring bridged monoadduct methano[60]fullerene derivatives. These effects concern properties of the ground state, singlet excited state, and triplet states of our nine RC(59)N derivatives and in particular the values of photophysical parameters epsilon(G), epsilon(T), Phi(Delta), and Phi(T), which are significantly lower than those of analogous monoadduct [6,6]...Continue Reading

References

Apr 3, 2003·Journal of the American Chemical Society·Kee-Chan KimChristopher A Reed
Feb 20, 2004·Chemical Communications : Chem Comm·Frank HaukeStefan Atalick
Mar 27, 2004·Chemical Communications : Chem Comm·Frank HaukeAndreas Hirsch
Sep 15, 1995·Science·J C HummelenF Wudl

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Citations

Nov 27, 2015·Chemistry : a European Journal·Georgios Rotas, Nikos Tagmatarchis
Apr 19, 2007·Chemistry, an Asian Journal·Zhenshan JiaDaoben Zhu
Sep 17, 2014·Chemistry : a European Journal·Georgios RotasNikos Tagmatarchis
May 21, 2010·The Journal of Organic Chemistry·Georgios C VougioukalakisMichael Orfanopoulos
Dec 15, 2006·Chemical Reviews·Otto Vostrowsky, Andreas Hirsch

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