Structural Aspects of Fullerene ChemistryA Journey through Fullerene Chirality

Preorganized, Macromolecular, Gene‐Delivery Systems

“…Due to the electron-withdrawing effect, fullerenes can undergo nucleophilic addition to the C=C double bonds by a variety of chemical groups that can donate a pair of electrons and, therefore, numerous reagents can be added to the fullerene cages. [14] The unique chemical and physical features of C 60 have aroused the hope of a successful use in many fields both in biological and material chemistry. [15] For instance, the lipophilicity of the sphere can make Buckyballs able to intercalate into biological membranes, destabilizing them.…”

Theoretical estimation of the rate of photoinduced charge transfer reactions in triphenylamine C60 donor–acceptor conjugate

“…[31,33] On the other hand, C60 is an excellent electron donor [35][36][37][38] that can react with a variety of chemical agents. [39][40][41][42][43][44] Recently, based on electrochemical and photophysical studies, Echegoyen et al [45] determined kct for the TPA-C60 and TPA-Sc3N@Ih-C80 donor-acceptor conjugates and showed that (i) ultrafast charge separation (CS) reactions occur at the molecular interface, thus giving evidence of CT activity; (ii) TPA-Sc3N@Ih-C80 generates longer-lived photoinduced charge transfer states (CTSs) than does TPA-C60; (iii) increasing the distance of the donor-acceptor interface produces longer-lived CTSs; (iv) nonpolar solvents bring about lack of CT activity; on the contrary, more polar solvents can slow down the charge recombination (CR) reaction; (v) a smaller value of kct for the CR reaction with Sc3N@Ih-C80 in comparison with C60 was found, which was attributed to a smaller value of the driving force.…”

Chiral Buckybowl Molecules

“…Until now, the absolute configuration of bowl chirality of chiral buckybowl molecules was followed by two independent stereodescriptor systems: The stereodescriptor C or A based on fullerene nomenclature [17,54] and the another stereodescriptor P or M based on the Cahn-Ingold-Prelog (CIP) sequence rule [32]. The numbering system of fullerenes follows in general a helical numbering path, starting from the lowest set of numbers for substituents.…”

“…The numbering system of fullerenes follows in general a helical numbering path, starting from the lowest set of numbers for substituents. To assign a descriptor in the chiral fullerene system, the viewer looks from the outside of the fullerene cage at the polygon to start the numbering and trace the path of numbering C(1)-C(6) (Figure 3a) [54]. The chirality of buckybowls is assigned in the same way, and a viewer looks from the convex face and traces the path of numbering from atom C(1) to C(6) (Figure 3b) [17].…”