Nonlinear optical properties of ferrocene- and porphyrin-[60]fullerene dyads

E. Xenogiannopoulou, M. Medved, K. Iliopoulos, S. Couris, M. G. Papadopoulos, D. Bonifazi, C. Sooambar, A. Mateo-Alonso, M. Prato,
ChemPhysChem 2007, 8, 1056-1064
DOI: 10.1002/cphc.200600760


A series of novel [60]fullerene–ferrocene and [60]fullerene–porphyrin dyads, in which a fullerene and an electron donating moiety are attached through a flexible triethylene glycol linker are synthesized and their nonlinear optical (NLO) response studied. Specifically, the third-order susceptibility χ(3) of all fullerene derivatives are measured in toluene solutions by the optical Kerr effect (OKE) technique using 532 nm, 35 ps laser pulses and their second hyperpolarizability γ are determined. All fullerene dyads studied exhibit enhancement of their NLO response compared to pristine fullerenes which has been attributed to the formation of a charge separated state. All experimentally measured hyperpolarizability γ values are also calculated by the semiempirical methods AM1 and PM3. A good correlation is found between the theoretical and experimental values, suggesting that simple semiempirical methods can be employed for the designing and optimization of the fullerene-containing dyads displaying improved nonlinear responses.

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