R. Borghi et al., PHOTOLYSIS OF DIALKOXY DISULFIDES - A CONVENIENT SOURCE OF ALKOXY RADICALS FOR ADDITION TO THE SPHERE OF FULLERENE C-60, Journal of organic chemistry, 61(10), 1996, pp. 3327-3331
Photolysis of dialkoxy disulfides ROSSOR (R = Me, Et, i-Pr, t-Bu, i-Pr
CH2, t-BuCH(2)) yields the radicals RO(.), ROS(.), and ROS(.)=O that w
ere identified on the basis of product analysis and spin trapping tech
niques. It has been shown that only the alkoxy radicals RO(.), produce
d from ROSSOR, add to the sphere of fullerene C-60 in steady state con
ditions to yield the RO-C-60(.) adducts which can be detected by ESR s
pectroscopy. The different trend of the hydrogen splitting constants i
n the RO-C-60(.) with respect to the corresponding RS-C-60(.) adducts
previously reported has been interpreted as a consequence of the diffe
rent C-O and C-S bond lengths.