Conjugative and inductive effects in the ring opening of 1-aryl substituted oxiranes. Some reactions of 1-(p-methoxyphenyl)- and 1-(m-methoxyphenyl)-1,2-epoxycyclohexanes under acidic conditions
作者:A. Balsamo、P. Crotti、B. Macchia、F. Macchia
DOI:10.1016/0040-4020(73)80162-0
日期:1973.1
The reactions of 1-(p-methoxyphenyl)- and 1-(m-methoxyphenyl)-1,2-epoxycyclohexanes with trichloroacetic acid in benzene and with dilute sulphuric acid have been studied and compared with those of the parent compound, 1-phenyl-1,2-epoxycyclohexane. Both the steric course of the ring opening and the amounts of rearrangement products are strictly related to the effect of the substituent in the phenyl
1-(的反应p -甲氧基苯基) -和1-(米甲氧基苯基)-1,2- epoxycyclohexanes与在苯中,用稀硫酸三氯乙酸进行了研究,并与母体化合物相比,1-苯基-1,2-环氧环己烷。开环的空间过程和重排产物的量都与苯基部分中取代基的作用严格相关,这证实芳基氧杂环戊烷进行顺式加成的趋势与中间体苄基上形成的电荷量有关。阳离子中心。