Structural Chemistry

, Volume 3, Issue 3, pp 203–213 | Cite as

Synthesis, vibrational, and conformational properties of novel polyazadioxime chain molecules

  • Ramdane Bariz
  • Claude Brémard
  • Stéphane Sueur
  • Gérard Vergoten
Article
  • 32 Downloads

Abstract

Novel large polyazadioxime molecules 4,5,8,9-tetraaza-3,6,7,10-tetramethyl -3,5,7,9-dodecatetraene-2, 11-dione-2, 11-dioxime (H2doxN4) and 4,5,8,9,12, 13-hexaaza-3,6,7,10,11,14-hexamethyl-3, 5,7,9,11,13-hexadecahexane-2,15-dione-2, 15-dioxime (H2doxN6) were synthesized. The molecular geometries of these molecules as well as smaller dioxime molecules, H2dox and H2doxN2 were optimized by using modified intermediate neglect of differential overlap (MNDO) calculations. The optimized conformations for all the molecules under study are close to the all-E, all-s trans conformation of C2h symmetry group. However, the energy barriers of internal rotation around the N-N single bonds were found to be low. Therefore some distortions of the polyazabackbone through internal rotation the N-N bonds have been evidenced. By infrared and Raman spectroscopies in the solid state as well as in solution. From the MNDO calculations and vibrational spectroscopy, the polyaza chain molecules under study appear as a poorly conjugated system and can be represented as a sequence of single and double bond alternation.

Keywords

Spectroscopy Physical Chemistry Solid State Double Bond Raman Spectroscopy 

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Copyright information

© Plenum Publishing Corporation 1992

Authors and Affiliations

  • Ramdane Bariz
    • 1
  • Claude Brémard
    • 1
  • Stéphane Sueur
    • 2
  • Gérard Vergoten
    • 3
  1. 1.LASIR-CNRS UPR 2631 Bât C5Université de Lille FlandresVilleneuve d'Ascq CedexFrance
  2. 2.Laboratoire de Cristallochimie et Physicochimie du solide, URA 0452 CNRS. E.N.S.C.L Bât C7Université de Lille FlandresVilleneuve d'Ascq CedexFrance
  3. 3.Falculté de PharmacieLaboratoire de Génie Biologique et Médical U 279 INSERMLille CedexFrance

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