Effect of chalcogenyl substituent on the course of allyl rearrangement at chalcogenation of 1,3-dichloropropene
作者:E. P. Levanova、V. S. Nikonova、V. A. Grabel’nykh、N. V. Russavskaya、A. I. Albanov、I. B. Rozentsveig、N. A. Korchevin
DOI:10.1134/s1070428016050018
日期:2016.5
dichalcogenides in a redox system hydrazine hydrate–KOH is governed by the possibility of an allyl rearrangement. In the presence of bases this rearrangement proceeds via carbanion partially stabilized by the chalcogenyl substituent. The effectivity of the stabilization and consequently the probability of the rearrangement varies in the series of substituents PhS > BnS > PhSe. In the stage of the direct nucleophilic
在水合氧化肼-KOH氧化还原体系中,用有机二卤化物处理1,3-二氯丙烯中的1,3-二氯丙烯基丙烯的形成受烯丙基重排的可能性控制。在碱的存在下,这种重排通过硫属基取代基部分稳定的碳负离子进行。在一系列取代基PhS> BnS> PhSe中,稳定作用的有效性以及因此发生重排的可能性有所不同。在氯的直接亲核取代阴离子PHSE的阶段-拥有最高的活动。