Journal
CHEMISTRY-A EUROPEAN JOURNAL
Volume 11, Issue 4, Pages 1210-1216Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/chem.200400818
Keywords
alcohols; manganese mass spectrometry; oxidative kinetic resolution; UV/Vis spectroscopy
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The oxidative kinetic resolution of various racemic secondary alcohols with PhI(OAc)(2) catalyzed by chiral [Mn-III(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.
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