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Bioinspired Manganese and Iron Complexes with Tetradentate N Ligands for the Asymmetric Epoxidation of Olefins
Author(s) -
Wang Xiaoe,
Miao Chengxia,
Wang Shoufeng,
Xia Chungu,
Sun Wei
Publication year - 2013
Publication title -
chemcatchem
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.497
H-Index - 106
eISSN - 1867-3899
pISSN - 1867-3880
DOI - 10.1002/cctc.201300102
Subject(s) - manganese , chemistry , ligand (biochemistry) , cyclohexane , catalysis , acetic acid , crystal structure , medicinal chemistry , diamine , stereochemistry , polymer chemistry , organic chemistry , receptor , biochemistry
The manganese and iron complexes with the tetradentate N ligand (1 R ,2 R )‐ N , N' ‐dimethyl‐ N , N' ‐bis(1‐methyl‐2‐benzimidazolylmethyl)cyclohexane‐1,2‐diamine have been synthesized and characterized. The crystal structure of the manganese complex demonstrates a cis ‐α configuration. Both the manganese and iron complexes are active catalysts for the asymmetric epoxidation of olefins with H 2 O 2 as an oxidant and acetic acid as an additive. Up to 96 % ee was observed for the epoxidation of α,β‐unsaturated ketones at −20 °C.