An intramolecular charge-transfer complex in hydrogenated quinolines
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The IR spectra of 6R-2,2,4-trimethyl-1,2-dihydroquinolines (I) and 6-R2,2,4-ttimethyl-1,2,3,4-tetrahydroquinolines (II) with R=H, CH3, OCH3, and OC2H5 and those of their acetyl derivatives have been studied. The change in the intensity and the frequencies of the bands of the stretching vibrations of the C–N and C=C bonds and the ring with a change in the structure of the molecule have been considered. The considerable differences in the IR and UV spectra of I and II are explained by the fact that in the I series the interaction between the pelectrons of the nitrogen and the π-electrons of the double bond (of the CTC type) and in the II series that of the ϱ-electrons of the nitrogen with the aromatic ring is predominant.
KeywordsNitrogen Organic Chemistry Double Bond Acetyl Aromatic Ring
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