104207-39-8Relevant articles and documents
Synthesis of new macrocyclic chiral manganese(III) Schiff bases as catalysts for asymmetric epoxidation
Martinez, Alexandre,Hemmert, Catherine,Loup, Christophe,Barre, Guillaume,Meunier, Bernard
, p. 1449 - 1457 (2007/10/03)
We describe a general synthetic strategy for the preparation of a series of macrocyclic chiral manganese(III) salen complexes. The developed reaction pathway allows the modulation of the different key groups, namely, the chiral diimine, the bulky substituents in positions 3 and 3′, and the linker used in the macrocyclization of the Schiff base. The different complexes presented here illustrate these readily available structural variations. The catalytic properties of the catalysts (5 mol %) were improved for the asymmetric epoxidation of 2,2′-dimethylchromene with NaOCl or H2O 2 as oxygen atom donor. A large range of enantiomeric excesses was obtained (ee values from 30% to 96%), depending on the features and the stability of the complexes. The most efficient catalyst, in terms of stereoinduction (ee value = 96%), contains a diiminocyclohexyl moiety, ethyl groups in positions 3 and 3′, and a short polyether junction arm.
A macrocyclic chiral manganese(III) Schiff base complex as an efficient catalyst for the asymmetric epoxidation of olefins
Martinez, Alexandre,Hemmert, Catherine,Meunier, Bernard
, p. 250 - 255 (2007/10/03)
A new chiral macrocyclic Mn(III)-salen complex has been prepared with two salicylidene moieties linked together to their 3 and 3′ positions by an aliphatic polyether bridge. This complex provides a highly enantioselective (up to 93%) catalyst for epoxidat