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Novel halo-molecules; synthesis, structure elucidation, mechanism, and antioxidant activity

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Abstract

In this study, haloepoxy, haloketones, halolactones, haloaldehydes, and haloalcohols which may have biological importance have been synthesized from ketene addition reactions. The structures of the molecules were illuminated by NMR, especially the COSY spectroscopy. In addition, FT-IR and GC–MS techniques were used. While doing the synthesis, we surprisingly encountered the quasi-Favorskii arrangement product. X-ray analysis was performed to determine the exact structure of this molecule. Furthermore, the antioxidant properties of some molecules were investigated and compared to standards (BHT, BHA, and α-tocopherol).

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Acknowledgements

This academic work was linguistically supported by the Mersin Technology Transfer Office Academic Writing Center of Mersin University [Grant no. 2019-3-AP4-3774 and 2015-TP3-1236]. We are grateful to Professor Hamdullah Kılıç for their help during this work.

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Authors and Affiliations

  1. Department of Chemistry, Mersin University, 33343, Mersin, Turkey

    Esen Yıldız Bekfelavi, Özgür Yılmaz & Nermin Şimşek Kuş

  2. Department of Chemistry, Atatürk University, 25420, Erzurum, Turkey

    Ertan Şahin

Authors
  1. Esen Yıldız Bekfelavi
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  2. Özgür Yılmaz
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  3. Ertan Şahin
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  4. Nermin Şimşek Kuş
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Correspondence to Nermin Şimşek Kuş.

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Bekfelavi, E.Y., Yılmaz, Ö., Şahin, E. et al. Novel halo-molecules; synthesis, structure elucidation, mechanism, and antioxidant activity. Monatsh Chem 152, 295–304 (2021). https://doi.org/10.1007/s00706-021-02746-2

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  • DOI: https://doi.org/10.1007/s00706-021-02746-2

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