4.8 Article

A Convenient and Stable Heterogeneous Nickel Catalyst for Hydrodehalogenation of Aryl Halides Using Molecular Hydrogen

期刊

CHEMSUSCHEM
卷 15, 期 5, 页码 -

出版社

WILEY-V C H VERLAG GMBH
DOI: 10.1002/cssc.202102315

关键词

heterogeneous catalysis; hydrodehalogenation; nickel; reduction; supported catalysts

资金

  1. Federal Ministry of Education and Research (BMBF)
  2. State of Mecklenburg-Vorpommern
  3. Fonds der Chemischen Industrie [103231]
  4. Qatar National Research Fund [NPRP9-212-1-042]
  5. Projekt DEAL

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In this study, a nickel-based catalyst supported on titania is used as a safe alternative to expensive and potentially dangerous catalysts for hydrodehalogenation reactions. The catalyst is prepared by depositing nickel(II)/1,10-phenanthroline on titania and subsequent pyrolysis. It is found that this nanostructured catalyst is efficient for the selective hydrodehalogenation of various substrates. The practicality of this catalyst system is demonstrated by successfully dehalogenating environmentally hazardous and polyhalogenated substrates.
Hydrodehalogenation is an effective strategy for transforming persistent and potentially toxic organohalides into their more benign congeners. Common methods utilize Pd/C or Raney-nickel as catalysts, which are either expensive or have safety concerns. In this study, a nickel-based catalyst supported on titania (Ni-phen@TiO2-800) is used as a safe alternative to pyrophoric Raney-nickel. The catalyst is prepared in a straightforward fashion by deposition of nickel(II)/1,10-phenanthroline on titania, followed by pyrolysis. The catalytic material, which was characterized by SEM, TEM, XRD, and XPS, consists of nickel nanoparticles covered with N-doped carbon layers. By using design of experiments (DoE), this nanostructured catalyst is found to be proficient for the facile and selective hydrodehalogenation of a diverse range of substrates bearing C-I, C-Br, or C-Cl bonds (>30 examples). The practicality of this catalyst system is demonstrated by the dehalogenation of environmentally hazardous and polyhalogenated substrates atrazine, tetrabromobisphenol A, tetrachlorobenzene, and a polybrominated diphenyl ether (PBDE).

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