Selective (15N) nitration of 2,2-diphenyl-1-(2,4- or 2,6-dinitrophenyl)-hydrazines or -hydrazyls
作者:Petre Ionita、Miron T. Caproiu、Constantin Luca、Titus Constantinescu、Horia Caldararu、Alexandru T. Balaban
DOI:10.1002/(sici)1099-1344(1998090)41:9<791::aid-jlcr137>3.0.co;2-2
日期:1998.9
Treatment of the title compounds with sodium [ 15 N]nitrite in the presence of crown ether 15-crown-5 led to selective nitration yielding 2-(para-[ 15 N]nitrophenyl)-2-phenyl-1-(2,4-or 2,6-dinitrophenyl) hydrazines. When starting from the 2,6-dinitro-derivative under the same reaction conditions, a di-[ 15 N]]nitro-derivative in the para-phenyl and 4-positions (picryl) was also obtained The same reaction
在冠醚 15-crown-5 存在下用 [ 15 N] 亚硝酸钠处理标题化合物导致选择性硝化产生 2-(对-[ 15 N] 硝基苯基)-2-苯基-1-(2,4 -或 2,6-二硝基苯基)肼。当在相同反应条件下从 2,6-二硝基衍生物开始时,还得到了对苯基和 4-位(苦味基)中的二-[ 15 N]] 硝基衍生物。 15 N]亚硝酸提供与上述相同的产物,此外,当使用2,6-二取代化合物时,在p、p'和4-位提供三-[ 15 N]硝基肼。介绍了新获得的产物的电子、ESR 和核磁共振谱,并讨论了这些非常规硝化反应的反应机理。