An efficient functionalization of [60]fullerene. Diels-Alder reaction using 1,3-butadienes substituted with electron-withdrawing and electron-donating (silyloxy) groups

Photocatalytic degradation of methyl methacrylate copolymers

“…The observed behaviour can be partly explained based on the energy separation (DE) between the highest occupied molecular orbital (HOMO) and the lowest unoccupied molecular orbital (LUMO) for the homopolymers. The value of DE for EA is 10.96 eV [37], which is an order higher than that of the (alkyl)methacrylates [38]. This means that the reactivity of the monomer is lesser in case of PEA and hence it exhibits more stability.…”

Organofullerene Materials

“…As far as the first category of reactions is concerned, a nice and representative example deals with the addition of several analogs of Danishefsky dienes to give the functionalized fullerene-fused cyclohexanones [86], as shown in Scheme 5. The presence of the carbonyl group makes this system suitable for further chemical transformations, leading to useful materials in nanotechnological areas.…”

Cycloadditions

“…These monoadduct formations proceed under mild and controlled conditions. Thus, reaction of 28 leads to a product mixture.Cyclohexadiene derivatives are less reactive than butadiene derivatives, thus only a few examples of cycloadditions with these compounds are known (Figure 4.3) [37][38][39][40]. 4, 5, 8-12) are unstable against air and light [25].…”

“…The dihydrofullerene moiety in the Diels-Alder adducts act as a 1 O 2 -sensitizer and promotes the oxidation of the cyclohexene moiety to the hydroperoxide. The reaction of C 60 with the electron-deficient cyclohexene 34 is also possible in moderate yields [38]. Cycloadditions proceed in good yields also with electron-deficient dienes such as 21-23.…”

“…Cyclohexadiene derivatives are less reactive than butadiene derivatives, thus only a few examples of cycloadditions with these compounds are known (Figure 4.3) [37][38][39][40]. The cyclohexadiene bicyclic derivative 32 was synthesized by rhodiumcatalyzed reaction of toluene with tert-butyldiazoacetate and cycloadds in about 40% yield to C 60 [39].…”