Photooxidations of Alkenes in Fluorinated Constrained Media: Fluoro-organically Modified NaY as Improved Reactors for Singlet Oxygen “Ene” Reactions

6533b835fe1ef96bd12a018b

RESEARCH PRODUCT

Photooxidations of Alkenes in Fluorinated Constrained Media: Fluoro-organically Modified NaY as Improved Reactors for Singlet Oxygen “Ene” Reactions

Silvestre Buscemi Nicolò Vivona Paola Pierro Edward L. Clennan Andrea Pace

subject

chemistry.chemical_classification Quenching (fluorescence)ZEOLITES Chemistry Alkene Singlet oxygen Organic Chemistry Inorganic chemistry INTRAZEOLITE PHOTOOXIDATIONS LIFETIME OXIDATION Photochemistry Solvent chemistry.chemical_compound CHEMISTRY Reactivity (chemistry)Singlet state DEACTIVATION OLEFINS Zeolite Ene reaction

description

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.

year	journal	country	edition	language
2007-03-01	The Journal of Organic Chemistry

https://doi.org/10.1021/jo0625047

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