Macrocyclic double ferrocenes, their stereostructure, and an IR and NMR spectroscopic, x-ray crystallographic, and conformational and dynamic investigation

P. Sohár, A. Csámpai, Árvácska Abrán, György Túrós, E. Vass, Veronika Kudar, K. Újszászy, Balázs Fábián

Research output: Contribution to journalArticle

3 Citations (Scopus)

Abstract

Condensation reactions of 1.1'-diacetylferrocenes with hydrazine afford a series of novel ferrocenophanes with two incorporated ferrocene units. NMR spectroscopy is used to establish the free rotation of the -CH=N-N=C(R)- bridging chains (R = H, Me, Ph) and the rigidity of the -C(Me)=N-N=C(Me)- chain(s) in these macrocycles. The results of theoretical studies on molecular dynamics of these molecules cartied out by density functional calculations are consistent with the spectroscopic observations. The stereostructures of the new compounds were confirmed by IR, 1H and 13C NMR spectroscopy, including 2D-COSY, 2D-HMQC and 2D-HMBC measurements, and by mass spectrometry.

Original languageEnglish
Pages (from-to)1659-1664
Number of pages6
JournalEuropean Journal of Organic Chemistry
Issue number8
DOIs
Publication statusPublished - Apr 15 2005

Fingerprint

hydrazine
Nuclear magnetic resonance spectroscopy
Magnetic Resonance Spectroscopy
Nuclear magnetic resonance
X-Rays
X rays
Condensation reactions
Molecular Dynamics Simulation
Rigidity
Density functional theory
Mass spectrometry
Molecular dynamics
Mass Spectrometry
Theoretical Models
Molecules
vitamin B 12 factor III
ferrocene
Proton Magnetic Resonance Spectroscopy
Carbon-13 Magnetic Resonance Spectroscopy

Keywords

  • Density functional calculations
  • Ferrocene
  • Ferrocenophane
  • Molecular dynamics
  • Structure determination

ASJC Scopus subject areas

  • Organic Chemistry

Cite this

Macrocyclic double ferrocenes, their stereostructure, and an IR and NMR spectroscopic, x-ray crystallographic, and conformational and dynamic investigation. / Sohár, P.; Csámpai, A.; Abrán, Árvácska; Túrós, György; Vass, E.; Kudar, Veronika; Újszászy, K.; Fábián, Balázs.

In: European Journal of Organic Chemistry, No. 8, 15.04.2005, p. 1659-1664.

Research output: Contribution to journalArticle

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AU - Abrán, Árvácska

AU - Túrós, György

AU - Vass, E.

AU - Kudar, Veronika

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