H-1 AND C-13 NMR-STUDY OF 1-SUBSTITUTED ISATINS AND THEIR CORRESPONDING 3-(DICYANOMETHYLIDENE)INDOL-2-ONES

被引：10

作者：

MORALESRIOS, MS ^{[1
]}

JOSEPHNATHAN, P ^{[1
]}

机构：

[1] INST POLITECN NACL,CTR INVEST & ESTUDIOS AVANZADOS,DEPT QUIM,APARTADO 14-740,MEXICO CITY 07000,DF,MEXICO

来源：

MAGNETIC RESONANCE IN CHEMISTRY | 1991年 / 29卷 / 09期

关键词：

H-1; NMR; C-13; DEUTERIUM ISOTOPE EFFECTS; ISATINS; 3-(DICYANOMETHYLIDENE)INDO-2-ONES;

D O I：

10.1002/mrc.1260290906

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The assignments of the H-1 and C-13 NMR signals of 1-substituted isatins and their corresponding 3-(dicyanomethylidene)indol-2-ones were derived by analysis of the C-13-H-1 spin coupling patterns and by inspection of the two-dimensional C, H shift correlation spectra. Erroneous literature assignments have been corrected. A significant difference between the 5-DELTA-deuterium isotope effects on the C-13 chemical shifts of the CN groups cis and trans to the heterocyclic amide fragment (D)HNC = O was observed in partially deuteriated 3-(dicyanomethylidene)indol-2-one. This geometric dependence was used to assign the two CN groups that are otherwise difficult to assign.

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页码：893 / 896

页数：4

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