Journal
CHEMSUSCHEM
Volume 12, Issue 15, Pages 3448-3452Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/cssc.201901329
Keywords
glyceryl ethers; glycidol; homogeneous catalysis; iron; ring-opening
Funding
- Universita degli Studi di Salerno [FARB 2017-ORSA175172]
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A Fe-III-triflate complex, bearing a bis-thioether-di-phenolate [OSSO]-type ligand, was discovered to promote the ring-opening of glycidol with alcohols under mild reaction conditions (0.05 mol % catalyst and 80 degrees C). The reaction proceeded with high activity (initial turnover frequency of 1680 h(-1) for EtOH) and selectivity (>95 %) toward the formation of twelve monoalkyl glyceryl ethers (MAGEs) in a regioselective fashion (84-96 % yield of the non-symmetric regioisomer). This synthetic approach allows the conversion of a glycerol-derived platform molecule (i.e., glycidol) to high-value-added products by using an Earth-crust abundant metal-based catalyst.
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