Photochemistry of Styrene Oxide: A Triplet Pathway in the Singlet Excitation of a Monoaryl Oxirane  

作　　者：Benny E. Aney Heiko Ihmels Rick C. White 

机构地区：[1]Department of Chemistry, Sam Houston State University, Huntsville, TX, USA [2]University of Siegen, Siegen, Germany

出　　处：《International Journal of Organic Chemistry》2017年第3期263-268,共6页有机化学国际期刊（英文）

摘　　要：Direct photolysis and quenching experiments with styrene oxide support the existence of an efficient triplet photochemical pathway to benzyl radical formation. Similar photolytic behavior for styrene glycol carbonate strongly supports the 1,3-diradical, resulting from the scission of the benzylic C-O bond, as the geometric source of the triplet pathway. Primary photoproducts were determined by both NMR and HPLC analysis and we observed that toluene and bibenzyl were both primary photoproducts, not secondary photoproducts.Direct photolysis and quenching experiments with styrene oxide support the existence of an efficient triplet photochemical pathway to benzyl radical formation. Similar photolytic behavior for styrene glycol carbonate strongly supports the 1,3-diradical, resulting from the scission of the benzylic C-O bond, as the geometric source of the triplet pathway. Primary photoproducts were determined by both NMR and HPLC analysis and we observed that toluene and bibenzyl were both primary photoproducts, not secondary photoproducts.

关 键 词：PHOTOCHEMISTRY OXIRANES Cyclic Carbonate ESTERS Mechanisms 

分 类 号：O6[理学—化学]