Photodecarbonylation of 1,3-dithiophenyl propanone: using nanocrystals to overcome the filtering effect of highly absorbing trace impurities.
Irradiation of crystalline 2,4-dimethyl-2,4-di(thiophen-3-yl)pentan-3-one (1) resulted in photodecarbonylation and radical combination to give 2 with >99% selectivity. However, extended irradiation led to no more than ca. 8% conversion due to highly absorbing unidentified trace impurities that act as filters. We report here a simple procedure to improve the reaction efficiency by taking advantage of nanocrystalline suspensions prepared by the reprecipitation method, which leads to shorter reaction times and quantitative yields.
Resendiz
Marino J E
MJ
Department of Chemistry and Biochemistry, University of California, Los Angeles, California 90095-1569, USA.
Taing
Jennifer
J
Garcia-Garibay
Miguel A
MA