Premium
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.