Abstract
The chemoselective reduction of a wide range of N-oxides and sulfoxides with alcohols is achieved using a carbon-supported dioxo-molybdenum (Mo@C) catalyst. Of the 10 alcohols screened, benzyl alcohol exhibits the highest reduction efficiency. A variety of N-oxide and both aromatic and aliphatic sulfoxide substrates bearing halogens as well as additional reducible functionalities are efficiently and chemoselectively reduced with benzyl alcohol. Chemoselective N-oxide reduction is effected even in the presence of potentially competing sulfoxide moieties. In addition, the Mo@C catalyst is air- and moisture-stable, and is easily separated from the reaction mixture and then re-subjected to reaction conditions over multiple cycles without significant reactivity or selectivity degradation. The high stability and recyclability of the catalyst, paired with its low toxicity and use of earth-abundant elements makes it an environmentally friendly catalytic system.
Original language | English |
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Pages (from-to) | 4139-4146 |
Number of pages | 8 |
Journal | ChemCatChem |
Volume | 11 |
Issue number | 16 |
DOIs | |
Publication status | Published - Aug 21 2019 |
Keywords
- Carbon-supported Dioxo-Molybdenum
- Chemoselective
- Environmentally Friendly
- Heterogeneous Catalysis
- N-oxide and Sulfoxide Reduction
ASJC Scopus subject areas
- Catalysis
- Physical and Theoretical Chemistry
- Organic Chemistry
- Inorganic Chemistry