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Nickel-catalyzed denitrative etherification of activated nitrobenzenes

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Abstract

Electron-deficient nitrobenzenes were coupled with phenols/alcohols to form diaryl/alkyl aryl ethers by the aid of NiCl2 as the catalyst. The reactions were conducted under ligand- and oxidant-free conditions without the exclusion of air or moisture. The initial studies upon the mechanism of the reaction revealed two solvent-dependent approaches. In molten TBAB, SNAr mechanism seems to be predominated, while, in DMF, the reaction might include the radical species.

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Acknowledgements

The authors are thankful to INSF (Grant number: 95825781) and University of Hormozgan research council for the financial support.

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Authors and Affiliations

  1. Department of Chemistry, College of Sciences, University of Hormozgan, Bandar Abbas, 71961, Iran

    Fatemeh Zamiran & Arash Ghaderi

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  1. Fatemeh Zamiran
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  2. Arash Ghaderi
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Correspondence to Arash Ghaderi.

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Zamiran, F., Ghaderi, A. Nickel-catalyzed denitrative etherification of activated nitrobenzenes. J IRAN CHEM SOC 16, 293–299 (2019). https://doi.org/10.1007/s13738-018-1510-0

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  • DOI: https://doi.org/10.1007/s13738-018-1510-0

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