Solvent effect on regioselectivity of epoxide ring opening in styrene oxide by O- and N-nucleophiles in neutral and basic media
作者:A. V. Krylov、A. Kh. Mokhammed、V. V. Yegorova、E. Ya. Borisova、N. Yu. Borisova、V. R. Flid
DOI:10.1007/s11172-012-0153-z
日期:2012.6
The results of ring opening in styrene oxide by alcohols, amines, amino alcohols, and diamines were generalized. On low polarizing ability of the solvent, the main direction of the process is the formation of normal α-substituted products. The solvent effect on regioselectivity of the reaction was studied for N,N-diethylethylenediamine. The ratio of products correlates well with the value of dielectric
概括了醇、胺、氨基醇和二胺在氧化苯乙烯中开环的结果。在溶剂的低极化能力下,该过程的主要方向是形成正常的α-取代产物。研究了溶剂对 N,N-二乙基乙二胺反应区域选择性的影响。产物的比例与混合水-有机溶剂的介电常数值以及纯溶剂的极性参数 ET 和 AN 密切相关。