Pure Appl. Chem., 2007, Vol. 79, No. 11, pp. 1847-1854
http://dx.doi.org/10.1351/pac200779111847
Supported gold nanoparticles for aerobic, solventless oxidation of allylic alcohols
Abstract:
After giving some general considerations about the specific properties of nanoparticles below 20 nm, procedures for size stabilization, and the importance of developing green alcohol oxidation reactions, catalytic data are presented showing that gold nanoparticles (3-7 nm) supported on nanoparticulated ceria (4 nm) are far more chemoselective than related palladium catalysts for the aerobic oxidation of allylic alcohols. Using palladium catalysts, in addition to minor oxidation of the alcohol functional group, we have also observed polymerization, 1-2 hydrogen shift, and hydrogenation. In contrast, ceria-supported gold nanoparticles exhibit a remarkable chemoselectivity (in many cases, almost complete) to the alcohol oxidation.
Keywords
allylic alcohols; chemoselectivity; gold nanoparticles; green alcohol oxidation; solventless reactions.