H2-driven deoxygenation of epoxides and diols to alkenes catalyzed by methyltrioxorhenium.
Brown Laboratory, The Center for Catalytic Conversion of Biomass to Biofuels (C3Bio), Department of Chemistry, Purdue University, 560 Oval Drive, West Lafayette, Indiana 47907, USA.
Catalytic deoxygenation of epoxides and diols is underdeveloped. This reaction is appealing in the context of making value-added organics from biomass. Methyltrioxorhenium (MTO) catalyzes the conversion of epoxides and vicinal diols to olefins with dihydrogen (H(2)) as the reductant under reasonably mild conditions (150 degrees C and 80-300 psi). The only reaction byproduct is water. The reaction is selective for cis cyclic diols, signaling a mechanism of alkene extrusion from a coordinated epoxide via a metallaoxetane intermediate.
- [PubMed - indexed for MEDLINE]
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