Fullerodendrimers with peripheral triethyleneglycol chains: synthesis, mass spectrometric characterization, and photophysical properties

Fullerodendrimers: Fullerene-Containing Macromolecules with Intriguing Properties

“…It must be emphasized that the triplet lifetimes of 4 in the three solvents are rather different from each other, probably reflecting specific solvent-fullerene interactions that affect excited state deactivation rates. This suggests that, albeit a dendritic effect is evidenced, even the largest wedge is not able to provide a complete shielding of the central fulleropyrrolidine core in 4 [21]. The latter hypothesis was confirmed by computational studies.…”

“…The lifetimes of the lowest triplet excited states are summarized in Table 1. For both series of dendrimers interesting trends can be obtained from the analysis of triplet lifetimes in air-equilibrated solutions (Table 1) [21]. A steady increase of lifetimes is found by increasing the dendrimer size in all solvents, suggesting that the dendritic wedges are able to shield, at least partially, the fullerene core from external contacts with the solvent and from quenchers such as molecular oxygen.…”

“…Dendrimers with a fullerene core appear to be appealing candidates to evidence such effects resulting from the presence of the surrounding dendritic branches. Effectively, the lifetime of the first triplet excited state of fullerene derivatives is sensitive to the solvent [21]. Therefore, lifetime measurements in different solvents could be used to evaluate the degree of isolation of the central C 60 moiety from external contacts.…”

“…1 and 2). In the design of these compounds, it was decided to attach poly(aryl ether) dendritic branches terminated with peripheral triethyleneglycol chains to obtain derivatives soluble in a wide range of solvents [21,22]. The synthetic approach to prepare compounds 1-4 relies upon the 1,3-dipolar cycloaddition of the dendritic azomethine ylides generated in situ from the corresponding aldehydes and N-methylglycine.…”

Ground State Electronic Interactions in Macrocyclic Fullerene Bis‐Adducts Functionalized with Bridging Conjugated Oligomers

“…Typically, a 1:1 mixture of the sample solution in CH 2 Cl 2 was mixed with the matrix solution and 0.5 µL of the resulting mixture was deposited on the probe tip. [21] Elemental analyses were performed by the analytical service at the Institut Charles Sadron, Strasbourg. The cyclic voltammetric measurements were performed on a 263A of EG&PAR potentiostat-galvanostat.…”