Photooxidations of alkenes in fluorinated constrained media: fluoro-organically modified NaY as improved reactors for singlet oxygen "Ene" reactions.
Creating a stationary fluorinated environment inside the zeolite cavity can increase the reactivity observed for intrazeolite photooxidation of alkenes. Exchanging the zeolite with fluorinated organic cations is a much more effective strategy than simply using a fluorinated solvent for slurry irradiations. Use of cations containing C-F bonds is also more efficient than use of deuterated cations for creation of a singlet oxygen friendly environment where the quenching processes are slowed down. Doping the zeolite with fluoro-organic cation 4 resulted in an increase in the singlet oxygen lifetime to 12 micros.
Pace
Andrea
A
Dipartimento di Chimica Organica E. Paternò, Università degli Studi di Palermo, Viale delle Scienze, Parco d'Orleans II, Edificio 17, 90128 Palermo, Italy. pace@unipa.it
Pierro
Paola
P
Buscemi
Silvestre
S
Vivona
Nicolo
N
Clennan
Edward L
EL