Preparation of chitosan-supported urea materials and their application in some organocatalytic procedures

被引：11

作者：

de Gonzalo, Gonzalo ^{[1
]}

Franconetti, Antonio ^{[1
,2
]}

Fernandez, Rosario ^{[1
]}

Lassaletta, Jose M. ^{[3
,4
]}

Cabrera-Escribano, Francisca ^{[1
]}

机构：

[1] Univ Seville, Fac Quim, Dept Quim Organ, C Prof Garcia Gonzalez 1, Seville 41012, Spain

[2] Univ Autonoma Barcelona, Dept Quim, Cerdanyola Del Valles 08193, Spain

[3] US, CSIC, Inst Invest Quim, Avda Americo Vespucio 49, Seville 41092, Spain

[4] Ctr Innovac Quim Avanzada ORFEO CINQA, Avda Americo Vespucio 49, Seville 41092, Spain

来源：

CARBOHYDRATE POLYMERS | 2018年 / 199卷

关键词：

Chitosan-supported ureas; Organocatalysis; Cyanosilylation; Chiral tertiary alcohols; Heterogeneous catalysis; DFT calculations; FRIEDEL-CRAFTS ALKYLATION; TERT-BUTYL HYDRAZONE; FUNCTIONALIZED CHITOSAN; DENSITY FUNCTIONALS; HIGHLY EFFICIENT; CATALYST; RECOGNITION; ACTIVATION; GREEN;

D O I：

10.1016/j.carbpol.2018.07.009

中图分类号：

O69 [应用化学];

学科分类号：

081704 ;

摘要：

An efficient and mild procedure was developed for the preparation of three chitosan-supported ureas containing electron-withdrawing groups. These catalysts were characterized and employed as organocatalysts in different transformations, including the enantioselective cyanosilylation of alpha-ketoesters and aldehydes, the asymmetric addition of formaldehyde tert-butyl hydrazone to prochiral alpha-ketoesters and a Friedel-Crafts reaction. Several parameters that can affect the activity and selectivity of the reactions were analysed. The supported catalysts can be reused for more than 10 cycles with only a small loss in their properties. Finally, theoretical DFT calculations were carried out to interpret the results of the catalysed reactions.

引用

页码：365 / 374

页数：10

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