Insight into the mechanism of oxidative kinetic resolution of racemic secondary alcohols by using manganese(III)(salen) complexes as catalysts |
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| Authors: | Li Zhen Tang Zhong H Hu Xiao X Xia Chun G |
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| Affiliation: | State Key Laboratory for Oxo Synthesis and Selective Oxidation, Lanzhou Institute of Chemical Physics, Chinese Academy of Sciences, Lanzhou, 730000,, P. R. China. |
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| Abstract: | 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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| Keywords: | alcohols manganese mass spectrometry oxidative kinetic resolution UV/Vis spectroscopy |
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