Health & Environmental Research Online (HERO)


Print Feedback Export to File
8724773 
Meetings & Symposia 
Photochemical reaction of acetophenone and cyclohexane in zeolite studied by solid state nuclear magnetic resonance 
Cizmeciyan, D; Natarajan, A; Karlen, SD; Amboya, AM; Baylon, SM; Nguyen, TT; Brown, A; Garcia-Garibay, MA 
2008 
0 
Abstracts of Papers of the American Chemical Society
ISSN: 0065-7727 
English 
We investigated the photochemical reaction of acetophenone and cyclohexane adsorbed in zeolite NaY by solid-state NMR. Our GC/MS and NMR studies indicate that the reaction is very selective when carried out in zeolite NaY, leading to the reduction product 1-cyclohexyl-1, phenylethanol and cis and trans cyclobutanol photoproducts that arise from secondary Norrish-Yang type II photoreaction of 2-Cyclohexyl-1-phenyl-ethanone. However, in the absence of zeolites, the reaction yields mainly pinacol and bicyclohexane photoproducts. Thus we have here a beautiful example where a zeolite selects products completely different from the solution reaction. We used solid-state 13C Cross Polarization Magic Angle Spinning NMR to follow the reaction and investigate the proximity of reactants in the zeolite. We investigated the molecular motions of the acetophenone methyl group by studying CD3 rotation using solid-state deuterium NMR. The methyl group rotation rate was found to be 100 MHz or more at room temperature.