Resumen:
eophyl radicals were generated by photoinduced electron transfer (PET) from a suitable donor to
the neophyl iodide (1, 1-iodo-2-methyl-2-phenylpropane). The PET reaction of 1 with the enolate
anion of cyclohexenone (2) afforded mainly the reduction products tert-butylbenzene (5) and the
rearranged isobutylbenzene (6), arising from hydrogen abstraction of the neophyl radical (15) and
the rearranged radical 16 intermediates, respectively. The photostimulated reaction of 1 with 2 in
the presence of di-tert-butylnitroxide, as a radical trap, afforded adduct 10 in 57% yield. The
photoinduced reaction of the enolate anion of acetophenone (3) with 1 gave the substitution products
11 (50%) and 12 (16%), which arise from the coupling of 3 with radicals 15 and 16, respectively.
The rate constant obtained for the addition of anion 3 to radical 15 was 1.2 105 M-1 s-1, by the
use of the rearrangement of this radical as a clock reaction. The anion of nitromethane (4) was
almost unreactiv