Benzoid–Quinoid tautomerism of schiff bases and their structural analogs: LVII. 2-[(3-oxo-5-phenylpyrazolidin-1-yl)methylidene]-1H-indene-1,3(2H)-dione

被引：0
|
作者：
O. S. Popova
V. A. Bren’
V. V. Tkachev
A. N. Utenyshev
Yu. V. Revinskii
K. S. Tikhomirova
A. G. Starikov
G. S. Borodkin
A. D. Dubonosov
I. E. Tolpygin
G. V. Shilov
S. M. Aldoshin
V. I. Minkin
机构：
[1] Southern Federal University,Research Institute of Physical and Organic Chemistry
[2] Russian Academy of Sciences,Institute of Chemical Physics Problems
[3] Russian Academy of Sciences,Southern Scientific Center
来源：
Russian Journal of Organic Chemistry | 2016年 / 52卷
关键词：
Methylidene; Indandione; Pyrazolidine; COSMO Model; Indene Fragment;
D O I：
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摘要：
Potentially tautomeric azomethine imide, 2-[(3-oxo-5-phenylpyrazolidin-1-yl)methylidene]-1H-indene- 1,3(2H)-dione, has been synthesized by condensation of 5-phenylpyrazolidin-3-one with 2-(hydroxymethylidene)-1H-indene-1,3(2H)-dione. According to the IR, 1H and 13C NMR, and electronic absorption spectroscopy data and DFT B3LYP/6-311++G(d,p) quantum chemical calculations, the title compound in solution exists as planar tricarbonyl tautomer stabilized by intramolecular hydrogen bond between the NH proton of the pyrazolidine fragment and carbonyl oxygen atom of the indene fragment. Its crystal structure was determined by X-ray analysis.
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页码：541 / 545
页数：4
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