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A Mechanistic Perspective on the Mechanochemical Method To Reduce Carbonyl Groups with Stainless Steel and Water |
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| Authors: | Mennatullah M Mokhtar Dr Joel M Andersen Ethan A Kister Jordan X Hopkins Tom Estier Fiona Hamilton Prof Dr Hairong Guan Prof Dr James Mack Dr Rebecca A Haley |
| Institution: | 1. Department of Chemistry, University of Cincinnati, P.O. Box 210172, Cincinnati, OH 45221 USA
Contribution: Methodology (supporting), Writing - review & editing (supporting);2. Department of Chemistry, University of Cincinnati, P.O. Box 210172, Cincinnati, OH 45221 USA Contribution: Methodology (supporting);3. Department of Chemistry, University of Cincinnati, P.O. Box 210172, Cincinnati, OH 45221 USA Contribution: Data curation (supporting);4. Department of Chemistry, University of Bordeaux (France) Contribution: Data curation (supporting);5. Department of Chemistry and Biotechnology, University of Wisconsin-River Falls, 410 South 3rd Street, River Falls, WI 54022 USA Contribution: Data curation (supporting);6. Department of Chemistry, University of Cincinnati, P.O. Box 210172, Cincinnati, OH 45221 USA Contribution: Methodology (supporting), Resources (lead), Supervision (supporting), Writing - review & editing (supporting);7. Department of Chemistry and Biotechnology, University of Wisconsin-River Falls, 410 South 3rd Street, River Falls, WI 54022 USA |
| Abstract: | Mechanochemistry through high-speed ball milling has become an increasingly popular method for performing organic transformations. This newfound interest in high-speed ball milling is in part driven by the benefit of performing reactions in the absence of solvent. Mechanochemical reactions are often conducted in stainless-steel vials with stainless-steel balls. Since stainless steel is made of several readily oxidizable metals (Fe, Cr, and Ni), reduction reactions using water as a hydrogen source were explored using a temperature-controlled mixer mill. Mechanistic studies suggest that the reduction proceeds via a single electron transfer (SET) pathway, with iron and nickel being essential components for the reaction. |
| Keywords: | carbonyl group mechanochemistry oxidizable metals reduction temperature-controlled milling |