Behavior of Naphthoyloxyl and Methoxynaphthoyloxyl Radicals Generated from the Photocleavage of Dinaphthoyl Peroxides and 1-(Naphthoyloxy)-2-pyridones
作者:Toshihiro Najiwara、Ji-ichiro Hashimoto、Katsunori Segawa、Hirochika Sakuragi
DOI:10.1246/bcsj.76.575
日期:2003.3
was compared with that of unsubstituted naphthoyloxyl radicals. The introduction of a methoxy group in the naphthalene ring stabilizes the naphthoyloxyl radicals to prevent their decarboxylation completely and reduces remarkably their reactivities in the addition to olefins and hydrogen-atom abstraction. The structure of the naphthoyloxyl radicals was discussed on the basis of their absorption spectra
1-Naphthoyloxyl 和 2-naphthoyloxyl 自由基是由二萘甲酰过氧化物和 1-(naphthoyloxy)-2-pyridones 在乙腈中的光裂解产生的。前体之间产物分布的差异归因于双键断裂对单线态过氧化物分解的贡献。相应的(甲氧基萘酰氧基)吡啶酮还生成了一系列甲氧基萘酰氧基自由基,并将它们的行为与未取代的萘酰氧基自由基的行为进行了比较。在萘环中引入甲氧基可以稳定萘酰氧基自由基以完全防止它们脱羧并显着降低它们在加入烯烃和夺取氢原子时的反应性。