Photodecarbonylation of organic salts of crystalline ketones as nanocrystalline suspensions

ORGN 104

Miguel A. Garcia-Garibay, ffamily@chem.ucla.edu, Department of Chemistry and Biochemistry, University of California, Los Angeles, 607 Charles E Young Drive East, Los Angeles, CA 90095 and Miguel A. Garcia-Garibay, mgg@chem.ucla.edu, Department of Chemistry and Biochemistry, UCLA, 405 Hilgard Ave, Los Angeles, CA 90025.
One of the underlying principles of green chemistry is the reduction of toxic waste and pollution by using alternative synthetic pathways. To this end, solid state photochemistry has demonstrated tremendous potential. We have established photodecarbonylation as a model reaction to scale up in an energy efficient and environmentally benign manner to produce adjacent chiral quaternary centers. In this study, we use organic molecular nanocrystals to surpass some of the limitations of solid state photochemistry. Nanocrystalline samples are prepared in colloidal suspensions which are then exposed to UV-light to undergo solid state photochemical reactions. By stirring a stable suspension of organic molecular crystals of ca. 300-900 nm size, we are able to capture incident irradiations to facilitate highly homogeneous reactions. In this study we have analyzed various organic ammonium salts and their nanocrystal formation and photochemical reactivity.
 

Process R&D, Physical Organic Chemistry, Heterocycles, Aromatics, Metal-Mediated Reactions
8:00 PM-10:00 PM, Sunday, March 25, 2007 Hyatt Regency Chicago -- Riverside Center, Poster

Division of Organic Chemistry

The 233rd ACS National Meeting, Chicago, IL, March 25-29, 2007