Henry reaction catalyzed by recoverable enantioselective catalysts based on copper(II) complexes of 伪-methoxypoly(ethylene glycol)-b-poly(l-glutamic acid) and imidazolidine-4-one ligands

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• 作者：Dattatry Shivajirao Bhosale^a ; Pavel Drabina^a ; ^{pavel.drabina@upce.cz" class="auth_mail} ; Ji艡í ; Palar膷í ; k^b ; Ji艡í ; Hanusek^a ; Milo&scaron ; Sedlá ; k^a
• 刊名：Tetrahedron: Asymmetry
• 出版年：28 February, 2014
• 年：2014
• 卷：25
• 期：4
• 页码：334-339
• 全文大小：1053 K

文摘

Herein we describe the preparation and characterization of a recoverable catalyst for a Henry reaction based on a Cu(II) complex of block copolymer 伪-methoxypoly(ethylene glycol)-b-poly(l-glutamic acid) with (2R,5S)- or (2S,5R)-5-isopropyl-5-methyl-2-(pyridine-2-yl)imidazolidine-4-one. The reactions of substituted aldehydes with nitromethane catalyzed by these catalysts proceed with high chemical yield (70-98%) and with high enantioselectivity (61-92% ee). The reaction mixture is in the form of a colloid system and is formed by self-organized aggregates of the catalysts with average hydrodynamic particle size of 189 卤 3 nm (DLS). After sevenfold recycling, the catalyst exhibited no decrease in the enantioselectivity and only a slight decrease (ca. 18%) in the yield for the Henry reaction of nitromethane with 2-methoxybenzaldehyde.