Insight into the Mechanism of Oxidative Kinetic Resolution of Racemic Secondary Alcohols by Using Manganese(III)(Salen) Complexes as Catalysts
- 28 January 2005
- journal article
- research article
- Published by Wiley in Chemistry – A European Journal
- Vol. 11 (4) , 1210-1216
- https://doi.org/10.1002/chem.200400818
Abstract
The oxidative kinetic resolution of various racemic secondary alcohols with PhI(OAc)2 catalyzed by chiral [MnIII(salen)] complexes in the presence of KBr was studied in a water/organic solvent mixture. The dramatic, synergetic effect of additives, organic solvent, and the substituents of chiral salen ligands on the enantioselectivities of the reactions is reported. Results from UV/Vis spectroscopy and ESI-MS studies provide evidence that these reactions are induced by the formation of a high-valent manganese intermediate.Keywords
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