Deoxydehydration Explained

Deoxydehydration (DODH) is a chemical reaction for removing two adjacent hydroxyl groups in a vicinal diol to form an alkene.^[1] In contrast to hydrodeoxygenation which uses hydrogen as a reductant, deoxydehydration is able to use a variety of other reductants such as alcohols and organic phosphines.^[2] In research, the most common homogeneous catalysts for this reaction use rhenium.

Recently, research has focused on the use of vanadium heterogeneous catalysts for deoxydehydration, such as the conversion of 2,3-butanediol to butene.^[3] Although deoxydehydration over vanadium catalysts requires higher temperatures than over rhenium catalysts, the reaction can proceed without the need for hydrogen or external reductants, which can reduce waste products.^[4]

Notes and References

1. Book: Boucher-Jacobs. Camille. Nicholas. Kenneth M.. 2014. Deoxydehydration of polyols. Topics in Current Chemistry. 353. 163–184. 10.1007/128_2014_537. 0340-1022. 24756633. 978-3-319-08653-8.
2. Book: Reaction Pathways and Mechanisms in Thermocatalytic Biomass Conversion II. Liu. Shuo. Yi. Jing. Abu-Omar. Mahdi M.. Deoxydehydration (DODH) of Biomass-Derived Molecules . 2016. Springer, Singapore. 9789812877680. Green Chemistry and Sustainable Technology. 1–11. en. 10.1007/978-981-287-769-7_1.
3. Kwok. Kelvin Mingyao. Choong. Catherine Kai Shin. Ong. Daniel Sze Wei. Ng. Joy Chun Qi. Gwie. Chuandayani Gunawan. Chen. Luwei. Borgna. Armando. 2017-06-07. Hydrogen-Free Gas-Phase Deoxydehydration of 2,3-Butanediol to Butene on Silica-Supported Vanadium Catalysts. ChemCatChem. en. 9. 13. 2443–2447. 10.1002/cctc.201700301. 1867-3880.
4. Petersen. Allan R.. Nielsen. Lasse B.. Dethlefsen. Johannes R.. Fristrup. Peter. 2018-01-08. Vanadium-Catalyzed Deoxydehydration of Glycerol Without an External Reductant. ChemCatChem. en. 10. 4. 769–778. 10.1002/cctc.201701049. 1867-3880.