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Synthesis and structure of N-substituted (1-ferrocenylethyl)amine derivatives

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Abstract

N-Acetyl-(1-ferrocenylethyl)amine (8) was synthesized by N-acylation of (1-ferrocenylethyl)amine (7) in 84% yield. Reaction of N-acetyl-[1-(1′-bromo-ferrocenyl)ethyl]amine (4) (which was prepared by multistep sequence starting from bromoferrocene) with n-BuLi/ClCOOEt gave 77% of N-acetyl-N-ethoxycarbonyl-(1-ferrocenylethyl)amine (6) instead of the expected ethyl 1′-[1-(acetamido)ethyl]ferrocene-1-carboxylate (5). Both structures were undoubtedly confirmed by (HR)MS spectroscopy and single crystal X-ray structure analysis.

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Acknowledgement

The financial support by the Ministry of Science, Education and Sports (Programme 0058023) is gratefully acknowledged. We would also like to thank Prof. N. Metzler-Nolte and Prof. H.-B. Kraatz for measuring of MS (HRMS) spectra.

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Authors and Affiliations

  1. Faculty of Food Technology and Biotechnology, University of Zagreb, Pierottijeva 6, HR-10000, Zagreb, Croatia

    Mojca Čakić Semenčić, Maja Dropučić, Lidija Barišić & Vladimir Rapić

  2. Ruder Bošković Institute, Bijenička 54, HR-10000, Zagreb, Croatia

    Krešimir Molčanov

Authors
  1. Mojca Čakić Semenčić
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  2. Maja Dropučić
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  3. Lidija Barišić
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  4. Krešimir Molčanov
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  5. Vladimir Rapić
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Corresponding author

Correspondence to Vladimir Rapić.

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Čakić Semenčić, M., Dropučić, M., Barišić, L. et al. Synthesis and structure of N-substituted (1-ferrocenylethyl)amine derivatives. Struct Chem 18, 273–278 (2007). https://doi.org/10.1007/s11224-006-9118-x

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  • DOI: https://doi.org/10.1007/s11224-006-9118-x

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