Efficient conversion of alkyl chlorides into bromides
作者:K. B. Yoon、J. K. Kochi
DOI:10.1039/c39870001013
日期:——
The convenient and selective catalytic conversion of secondary and tertiary alkylchlorides into bromides with hydrogen bromide in the presence of small amounts of anhydrous iron(III) bromide is described.
The products of the title reaction depend upon the relative concentrations of reactants. With equimolar concentrations or an excess of 2-chloroalkyl phenyl selenide, the products are 1,2-dicloroethane and a diaryldiselenide. When excess areneselenenyl chloride is used ,the products are a diaryldiselenide and 2-chloroalkyl phenyl selenide dichloride. A mechanism involving nucleophilic displacement
标题反应的产物取决于反应物的相对浓度。当具有等摩尔浓度或过量的2-氯烷基苯基硒化物时,产物为1,2-二氯乙烷和二芳基二硒化物。当使用过量的芳烃烯基氯时,产物为二芳基二硒烯和2-氯烷基苯基硒化二氯。提出了一种涉及硒烯基硒上亲核取代的机理来解释所观察到的产物。硒烯烯基氯的4位上的硒化物或不同取代基的结构变化对反应速率的影响很小。在提出的Se(II)亲核取代反应机理的连续机制中,类似S N 2的过渡态最能说明该数据。
Lasne,M.-C. et al., Bulletin de la Societe Chimique de France, 1972, # 12, p. 4592 - 4596
作者:Lasne,M.-C. et al.
DOI:——
日期:——
Gutner; Tischtschenko, Zhurnal Obshchei Khimii, 1936, vol. 6, p. 1733
作者:Gutner、Tischtschenko
DOI:——
日期:——
Lucas; Gould, Journal of the American Chemical Society, 1941, vol. 63, p. 2548