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15N NMR study of (E)- and (Z)-2-(2-(2-hydroxy-4-nitrophenyl)hydrazono)-1-phenylbutane-1,3-diones. A suitable method for analysis of hydrazone isomers
Dyes and Pigments ( IF 4.5 ) Pub Date : 2017-11-03 , DOI: 10.1016/j.dyepig.2017.10.023
Antonín Lyčka

The one- and two-dimensional 15N NMR spectra of (E)- and (Z)-2-(2-(2-hydroxy-4-nitrophenyl)hydrazono)-1-phenylbutane-1,3-diones (1) were measured and analysed and 15N chemical shifts and 1J (15N, 1H) coupling constants were used for characterization of these two compounds from the viewpoint of azo-hydrazo tautomerism. Both compounds exist completely in appropriate hydrazo forms in dimethyl sulfoxide.

Advantages of 15N NMR spectroscopy application in determination of acidic proton positions and azo-hydrazo content determination are discussed. We would like to propose the application of 15N NMR data measured at the natural abundance level of 15N as the “first glance” and strongest evidence method for the existence of hydrazo form in azo dyes and for differentiation of E- and Z-isomers around C=Nβ double bond.



中文翻译:

E)-和(Z)-2-(2-(2-(2-羟基-4-硝基苯基)肼基)-1-苯基丁烷-1,3-二酮的15 N NMR研究。分析of异构体的合适方法

E)-和(Z)-2-(2-(2-(2-羟基-4-硝基苯基)肼基)-1-苯基丁烷-1,3-二酮的一维和二维15 N NMR光谱(1)从偶氮-偶氮互变异构现象的角度,对这些化合物进行了测量和分析,并使用15 N化学位移和1 J15 N,1 H)耦合常数表征了这两种化合物。两种化合物都以适当的oxide形式完全存在于二甲基亚砜中。

的优点15 ÑNMR光谱中测定酸性质子的位置和偶氮肼含量测定的应用进行了讨论。我们想提出的应用15个以天然丰度水平测量ÑNMR数据15 N作为“第一一瞥”和有力的证据方法用于偶氮染料和分化亚肼基形式存在ë -和ž -异构体C =双键附近。

更新日期:2017-11-03
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