Insight into the Mechanism of Oxidative Kinetic Resolution of Racemic Secondary Alcohols by Using Manganese( III )(Salen) Complexes as Catalysts | Zendy

Li Zhen | Zendy; Tang Zhong H. | Zendy; Hu Xiao X. | Zendy; Xia Chun G. | Zendy

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Insight into the Mechanism of Oxidative Kinetic Resolution of Racemic Secondary Alcohols by Using Manganese( III )(Salen) Complexes as Catalysts

Author(s) -

Li Zhen,

Tang Zhong H.,

Hu Xiao X.,

Xia Chun G.

Publication year - 2005

Publication title -

chemistry – a european journal

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 1.687

H-Index - 242

eISSN - 1521-3765

pISSN - 0947-6539

DOI - 10.1002/chem.200400818

Subject(s) - chemistry , kinetic resolution , manganese , catalysis , solvent , oxidative phosphorylation , medicinal chemistry , organic chemistry , enantioselective synthesis , biochemistry

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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