A Biomass-Derived Non-Noble Cobalt Catalyst for Selective Hydrodehalogenation of Alkyl and (Hetero)Aryl Halides

Angewandte Chemie
Basudev SahooMatthias Beller

Abstract

Hydrodehalogenation is a straightforward approach for detoxifications of harmful anthropogenic organohalide-based pollutants, as well as removal of halide protecting groups used in multistep syntheses. A novel sustainable catalytic material was prepared from biowaste (chitosan) in combination with an earth-abundant cobalt salt. The heterogeneous catalyst was fully characterized by transmission electron microscope, X-ray diffraction, and X-ray photoelectron spectroscopy measurements, and successfully applied to hydrodehalogenation of alkyl and (hetero)aryl halides with broad scope (>40 examples) and excellent chemoselectivity using molecular hydrogen as a reductant. The general usefulness of this method is demonstrated by successful detoxification of non-degradable pesticides and fire retardants. Moreover, the potential of the catalyst as a deprotection tool is demonstrated in a multistep synthesis of (±)-peronatin B (alkaloid).

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Citations

Mar 7, 2018·Dalton Transactions : an International Journal of Inorganic Chemistry·Liane M RossiCamila P Ferraz
Oct 5, 2017·Angewandte Chemie·Michael C HaibachRobert H Grubbs
Feb 20, 2019·Chemistry : a European Journal·Maximilian Franz HertrichMatthias Beller
Apr 6, 2019·Chemistry : a European Journal·Jie KeYonggui Robin Chi
Jun 6, 2019·Chemical Communications : Chem Comm·Haruka NishiyamaKazushi Mashima
Jul 18, 2020·Dalton Transactions : an International Journal of Inorganic Chemistry·Jacky H AdvaniAnkush V Biradar
Apr 28, 2020·Chemistry : a European Journal·Dario FormentiMatthias Beller
Sep 27, 2018·Science Advances·Florian Korbinian ScharnaglMatthias Beller
Dec 14, 2018·Chemical Science·Basudev SahooMatthias Beller
Feb 18, 2021·Dalton Transactions : an International Journal of Inorganic Chemistry·Vinay AroraAkshai Kumar
Oct 30, 2019·The Journal of Physical Chemistry. a·Ayda ElhageJuan C Scaiano

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