Dual pathways for the desilylation of silylamines by singlet oxygen.
[reaction: see text] A kinetic and product study has been carried out for the reactions of silylamines 1a and 1b with (1)O(2) in MeCN and (80:20) MeCN-MeOH. Indications suggesting an electron-transfer step following exciplex (I) formation have been obtained. However, the fate of the radical cation is solvent dependent. The radical cation undergoes desilylation in MeCN-MeOH and deprotonation in MeCN.
Baciocchi
Enrico
E
Dipartimento di Chimica, Università La Sapienza, P.le A Moro 5, 00185 Rome, Italy. enrico.baciocchi@uniroma1.it
Del Giacco
Tiziana
T
Lapi
Andrea
A