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2,4-Dichloro-3-(dimethylaminomethylene)-1,4-cyclohexadiene-1,5- dicarboxaldehyde: X-ray structure, mndo calculations, and rotational barriers of a stable non-aromatic tautomer of a penta-substituted benzene

✍ Scribed by Alan R. Katritzky; Charles H. Marson; Gus Palenik; Anna E. Koziol; Hudson Luce; Mati Karelson; Ban-Chi Chen; Wallace Brey


Book ID
104203592
Publisher
Elsevier Science
Year
1988
Tongue
French
Weight
665 KB
Volume
44
Category
Article
ISSN
0040-4020

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✦ Synopsis


Analogues of the title compound have been prepared: minor alterations in the reactfan conditions give a benztnoid isomer 2b of the title compound. Reactions of the title compound were studied, and the structure-vss conffraed by X-ray crystallography. )rNDO calcul.ations give a geouetry in agreement vith that found, and indicate 99 energyldffference of 13 kcallaol in fhvour of the benzenoid isomer e. Temperature-dependent C-and H-NMR spectra afforded rotational barriers,