title: Radical reactivity of aza[60]fullerene: preparation of monoadducts and limitations.
abstract: Six aza[60]fullerene monoadducts were synthesized by the thermal reaction between the azafullerene radical C(59)N* and 9-alkyl-substituted fluorenes, 9,10-dihydroanthracene, or xanthene. Unlike fluorenes, dihydroanthracene, and xanthene, the structurally related substituted diphenylmethanes, ethylbenzene, cumene, 1,2-diphenylethane, 5,6,11,12-tetrahydrodibenzo[a,e]cyclooctene, 10,11-dihydro-5H-dibenzo[a,d]cycloheptene, 9-methylanthracene, and 9-benzylanthracene do not lead to the isolation of azafullerene monoadducts. Moreover, 1,2-dichlorobenzene, the most commonly utilized solvent for azafullerene reactions, reacts slowly with the azafullerenyl radical C(59)N* affording the corresponding aza[60]fullerene monoadduct.
authors.affiliation: Institute of Physical Chemistry, NCSR Demokritos, 15310 Agia Paraskevi, Attiki, Greece.
authors.forename: Georgios C
authors.initials: GC
authors.lastname: Vougioukalakis
authors.forename: Manolis M
authors.initials: MM
authors.lastname: Roubelakis
authors.forename: Michael
authors.initials: M
authors.lastname: Orfanopoulos