A new application of cerium(IV) ammonium nitrate [(NH4)2Ce(NO3)3] in fullerene chemistry—free-radical alkoxylation of C60 fullerene on reaction with primary alcohols

Density Functional Theory Study on the Decay of Fullerenyl Radicals RC60•, ROC60•, and ROOC60• (R = tert-Butyl and Cumyl) and Polarizability of the Formed Fullerene Dimers

“…This set of radicals has been chosen due to the following reasons. Radicals t BuC 60 • , t BuOC 60 • , and t BuOOC 60 • are intermediates of the reactions underlying the modern synthetic strategies for production of oxygen-rich fullerene derivatives. − , The analogous cumyl-containing fullerenyl radicals (R = Ph(CH 3 ) 2 C) are generated in the model systems of the liquid-phase oxidation of hydrocarbons. ,,, In addition, various fullerenyls ROC 60 • and ROOC 60 • are generated in different reactions in fullerene-containing systems, such as photolysis of peroxides ROOR and dialkoxy disulfides ROSSOR in the presence of C 60 or catalytic fullerene alkoxylation …”

“…• are generated in different reactions in fullerene-containing systems, such as photolysis of peroxides ROOR 20 and dialkoxy disulfides ROSSOR 22 in the presence of C 60 or catalytic fullerene alkoxylation. 41…”

Fullerenes

“…80 Alkoxy C 60 fullerene derivatives containing hydroxy groups [C 60 (OR) x (OH) (x = 3, 4)] were produced in high yields by the freeradical reaction of C 60 with primary alcohols mediated by cerium(IV) ammonium nitrate. 81 Synthetic procedures for the preparation of azafullerene and oxafulleroids such as C 59 O 3 and C 60 O 4 have been developed involving BBr 3 -mediated removal of peroxo addends as a key step. 82…”