A method for determination of the structure of the intramolecular hydrogen bond in the cations of unsymmetrically substituted 1,8-bis(dimethylamino)naphthalenes in solution

被引：4
作者：
Ozeryanskii, V. A. [1 ]
Pozharskii, A. F. [1 ]
机构：
[1] Rostov State Univ, Rostov Na Donu 344090, Russia
来源：
RUSSIAN CHEMICAL BULLETIN | 2006年 / 55卷 / 01期
基金：
俄罗斯基础研究基金会;
关键词：
intramolecular hydrogen bond; N-alkylation; proton sponge; nitro- and aminonaphthalenes;
D O I：
10.1007/s11172-006-0231-1
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
Alkylation of 8-dimethylamino-1-methylamino-4-nitronwaphthalene in the CD3I/KOH/DMSO system afforded a 4-nitro derivative containing the N(CD3)Me group in position 1. Direct proof of the structure of the intramolecular hydrogen bond in solutions of monoprotonated 4-R-1,8-bis(dimethylamino)naphthalenes was obtained for the first time. H-1 NMR study revealed that the chelated NH proton is shifted to the N(8) atom for R = NO2 and NH3+ and to the N(1) atom for R = NH2.
引用
收藏
页码：164 / 167
页数：4
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