Formyl-and acetylindols

Vibrational spectroscopy of an expectably pharmacologically active compound family

F. Billes, Paula Veronica Podea, Ildikó Mohammed-Ziegler, Monica Toşa, Hans Mikosch, Dan Florin Irimie

Research output: Contribution to journalArticle

8 Citations (Scopus)

Abstract

In the peresent paper, indole and its seven derivatives were compared, namely 3-formylindole, 1-methyl-3-formylindole, 1-ethyl-3-formylindole, 3-acetylindole, 1-methyl-3-acetylindole, 1-ethyl-3-acetylindole and 1,3-diacetylindole. The substitution of indole in position 3 with aldehydes and with alkyl groups cause only minor changes in the molecular geometry, however, substantially larger alterations are found in the charge distribution and in the vibrational force constants. The appearance of the aldhyde groups increased the degree of association as it was observable on the shape of infrared NH stretching band and its shifts. The alkyl substitution shifts the aldehyde carbonyl stretch band frequencies to somewhat higher values. The effect of the second acetyl group in position 1 is not comparable with those of the 1-alkyl groups. The latter effect is observable in the molecular geometry, however, it is more pronounced in the changes of the net charge distribution, the vibrational force constants and the infrared spectra.

Original languageEnglish
Pages (from-to)1031-1045
Number of pages15
JournalSpectrochimica Acta - Part A: Molecular and Biomolecular Spectroscopy
Volume74
Issue number5
DOIs
Publication statusPublished - Dec 2009

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Vibrational spectroscopy
Charge distribution
Aldehydes
Spectrum Analysis
Substitution reactions
Infrared radiation
Geometry
indoles
aldehydes
charge distribution
spectroscopy
Frequency bands
Stretching
Association reactions
substitutes
Derivatives
shift
geometry
infrared spectra
3-acetylindole

Keywords

  • Acetyl
  • Formyl
  • FT-IR
  • Indole derivatives
  • Normal coordinate analysis
  • Raman

ASJC Scopus subject areas

  • Instrumentation
  • Atomic and Molecular Physics, and Optics
  • Analytical Chemistry
  • Spectroscopy
  • Medicine(all)

Cite this

Formyl-and acetylindols : Vibrational spectroscopy of an expectably pharmacologically active compound family. / Billes, F.; Podea, Paula Veronica; Mohammed-Ziegler, Ildikó; Toşa, Monica; Mikosch, Hans; Irimie, Dan Florin.

In: Spectrochimica Acta - Part A: Molecular and Biomolecular Spectroscopy, Vol. 74, No. 5, 12.2009, p. 1031-1045.

Research output: Contribution to journalArticle

Billes, F. ; Podea, Paula Veronica ; Mohammed-Ziegler, Ildikó ; Toşa, Monica ; Mikosch, Hans ; Irimie, Dan Florin. / Formyl-and acetylindols : Vibrational spectroscopy of an expectably pharmacologically active compound family. In: Spectrochimica Acta - Part A: Molecular and Biomolecular Spectroscopy. 2009 ; Vol. 74, No. 5. pp. 1031-1045.
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