Yk. Zhang et al., STABILITIES AND REACTIVITIES OF BUCKMINSTERFULLERENE RADICALS, (BU(T)O)(N)C-60(CENTER-DOT), TOWARDS DIOXYGEN, NITRIC-OXIDE AND SPIN-TRAPPING AGENTS, Perkin transactions. 2, (6), 1996, pp. 1191-1196
(Bu(t)O)(n)C-60(.) radicals have been conveniently produced by additio
n of photochemically generated Bu(t)O(.) radicals to buckminsterfuller
ene (C-60). Radical adducts (where n > 2) are very persistent under N-
2 at room temperature and can be observed for as long as nine days. Re
actions between the radical adducts and dioxygen (O-2) are slow and re
activities vary among (Bu(t)O)(n)C-60(.) radicals, However, nitric oxi
de ((NO)-N-.) reacts more rapidly with (Bu(t)O)(n)C-60(.) radicals. Am
ong the product components are stable dibuckminsterfullerene aminoxyl
(nitroxide) radicals, [(Bu(t)O)(n)C-60]N-2-O-., which have been observ
ed by EPR spectroscopy at concentrations of ca, 10(-7) M for the first
time. Surprisingly, (Bu(t)O)(n)C-60(.) radicals are not reactive towa
rds several typical radical-trapping agents (spin traps), e.g. DMPO (5
,5-dimethyl-1-pyrroline N-oxide), PEN (C-phenyl N-tert-butylnitrone da
gger), NB (nitrosobenzene) and MNP (2-methyl-2-nitrosopropane), when u
sed at typical concentrations (10-100 mM) at room temperature.