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A Cp tt-Based Trioxo-Rhenium Catalyst for the Deoxydehydration of Diols and Polyols

A Cp tt-Based Trioxo-Rhenium Catalyst for the Deoxydehydration of Diols and Polyols

Jing Li, Martin Lutz, Matthias Otte, Robertus J M Klein Gebbink

ChemCatChem. 2018 Oct 23;10(20):4755-4760.

PMID: 31007775

Abstract:

Trioxo-rhenium complexes are well known catalysts for the deoxydehydration (DODH) of vicinal diols (glycols). In this work, we report on the DODH of diols and biomass-derived polyols using CpttReO3 as a new catalyst (Cptt=1,3-di-tert-butylcyclopentadienyl). The DODH reaction was optimized using 2 mol % of CpttReO3 and 3-octanol as both reductant and solvent. The CpttReO3 catalyst exhibits an excellent activity for biomass-derived polyols. Specifically, glycerol is almost quantitatively converted to allyl alcohol and mucic acid gives 75 % of muconates at 91 % conversion. In addition, the loading of CpttReO3 can be reduced to 0.1 mol % to achieve a turn-over number as high as 900 per Re when using glycerol as substrate. Examination of DODH reaction profiles by NMR spectroscopy indicates that catalysis is related to Cp-ligand release, which raises questions on the nature of the actual catalyst.

Chemicals Related in the Paper:

Catalog Number	Product Name	Structure	CAS Number	Price
AP589980	3-Octanol		589-98-0	Price

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