To what extent can a conjugation between two pairs of <i>peri</i>
-nitro and <i>peri</i>
-amino groups be realized through the naphthalene core?
作者:Valery A. Ozeryanskii、Ekaterina A. Filatova、Alexander F. Pozharskii、Dmitrii A. Shevchuk、Vladimir I. Sorokin
DOI:10.1002/poc.3114
日期:2013.6
first time quantified in solution by means of ultraviolet–visible and proton nuclear magnetic resonance spectroscopy and compared with that of the simpler naphthalene and benzene push‐pull systems. Surprisingly, an extent of conjugation in 1,8‐diamino‐4‐nitro‐ and 1,8‐diamino‐4,5‐dinitronaphthalenes measured in dimethyl sulfoxide is commensurable. On the whole, the repulsive peri‐interactions between
首次对各种1,8-二氨基-4,5-二硝基萘(N-酰化,N-烷基化,N,N'-桥联,N-杂环和N-去质子化的化合物)进行共轭通过紫外可见和质子核磁共振波谱对溶液进行定量,并与较简单的萘和苯推挽系统进行比较。出人意料的是,在二甲基亚砜中测得的1,8-二氨基-4-硝基和1,8-二氨基-4-5,5-二硝基萘的共轭程度是适当的。就整体而言,排斥围与系统中的氨基之间-interactions Ñ烷基化和N去质子化的氨基比N,N '桥联的化合物(perimidines,2,3-dihydroperimidines和perimidin-2-ones)更有效地进行D-π-A电荷转移。从最好的电子给予体围-位是吡咯烷-1-基和甲基酰胺基团。从溶液研究获得的结论通过固态X射线实验对许多推挽式萘(包括6,7-二硝基亚丙基亚胺N)进行了深化。阴离子和4,5-二氨基萘-1,8-二甲醛的两个代表。特别是,它们有助于追踪