摘要
报道了1,9-乙撑基蒽和1,9-乙撑基-10-甲基蒽在CHCl_3/吡啶中与碘反应的机理。它们的单电子氧化生成游离基正离子,该过程存在侧链去质子和吡啶进攻蒽环两种竞争反应。蒽环上引入乙撑基使侧链氧化远比环氧化占优势。乙撑基比甲基容易去质子。
The oxidation of aceanthracene and 9-methylaceanthracene by pyridine/iodine in chloroform was studied.During the initial electron transfer,the radical cation of aceanthracene underwent predominantly deprotonation of ethylene,less nucleophilic attack by pyridine.The crystal structure of aceanthracene-pyridinium adduct was determined by X-ray diffraction method.In the case of 9-methylaceanthracene,deprotonation leading to sidechain oxidation was the sole procedure.Deprotonation of ethylene was much more rapid than that of methyl. No trace ring-oxidation is observed.
出处
《高等学校化学学报》
SCIE
EI
CAS
CSCD
北大核心
1995年第3期380-383,共4页
Chemical Journal of Chinese Universities
基金
美国国家癌症研究所研究基金
美国国家科学研究基金