Study on ferrocenes, part 9 [1] substrate selective transformations of some ferrocenylhydrazones

Abrán, A. Csámpai, A. Kotschy, O. Barabás, P. Sohár

Research output: Contribution to journalArticle

13 Citations (Scopus)


Different ferrocenyl-substituted hydrazones of heteroaryl/arylhydrazines (1a-e, 3 and 10) were reacted with dimethyl fumarate and gave two epimeric pairs of pyrazolidines (t, c-2a and t, c-2c), pyrazolines (5a, c, 6, 11), pyrazoles (8, 12) and condensed triazoles (4a, 7). On treatment with dicyanodichloroquinone (DDQ) the pyrido[2, 3-d]pyridazinyl-substituted hydrazones (1b, e) were cyclized to condensed triazoles 4b, e. The reactivity of 1a-e in the cycloaddition process and oxidation level of the products were found to be highly dependent on the temperature and on the heteroaryl/aryl group. The significant difference was explained by theoretical calculations. The structures of products were determined by IR, 1D and 2D NMR methods (including HMQC, HMBC and DNOE) and single crystal X-ray analysis.

Original languageEnglish
Pages (from-to)185-194
Number of pages10
JournalJournal of Molecular Structure
Issue number1-3
Publication statusPublished - Jul 19 2001


  • Dipolar cycloaddition
  • Ferrocenylhydrazones
  • Semi-empirical calculations
  • Stereoselectivity
  • Structure determination

ASJC Scopus subject areas

  • Analytical Chemistry
  • Spectroscopy
  • Organic Chemistry
  • Inorganic Chemistry

Fingerprint Dive into the research topics of 'Study on ferrocenes, part 9 [1] substrate selective transformations of some ferrocenylhydrazones'. Together they form a unique fingerprint.

  • Cite this