NMR Spectra of indolizines and their σ complexes

Authors

  • E. B. Бабaев M. V. Lomonosov Moscow State University, Moscow 119899
  • B. Н. Торочешников M. V. Lomonosov Moscow State University, Moscow 119899
  • С. И. Бобровский M. V. Lomonosov Moscow State University, Moscow 119899

Abstract

New and previous data on the1H and 13C NMR spectra of indolizines with electron-withdrawing groups at C(1), C(3), C(6), and C(8) obtained in our laboratory are reviewed. The chemical shifts in the 13C NMR spectra were compared with the total atomic charge values calculated by the MNDO method. Feasibility was demonstrated for the use of PMR spectroscopy to identify isomers for pairs of 1(3)- and 6(8)-substituted indolizines and to establish the protonation site of such compounds. Evidence was obtained for the unexpected ipso protonation in 3-substituted indolizines. The spectral properties of cationic and anionic sigma complexes involving indolizines were discussed.

How to Cite
Babaev, E. V.; Torocheshnikov, V. N.; Bobrovskii, S. I. Chem. Heterocycl. Compd. 1995, 31, 1079. [Khim. Geterotsikl. Soedin. 1995, 1235.]

For this article in the English edition, see DOI https://doi.org/10.1007/BF01165054

Published

1995-09-25

Issue

Section

Original Papers