The role of binding constants in the efficiency of chiral catalysts immobilized by electrostatic interactions: The case of azabis(oxazoline)Copper complexes

Fraile, Jose M. and Garcia, Jose I. and Herrerias, Clara I. and Mayoral, Jose A. and Reiser, Oliver and Socuellamos, Antonio and Werner, Heiko (2004) The role of binding constants in the efficiency of chiral catalysts immobilized by electrostatic interactions: The case of azabis(oxazoline)Copper complexes. CHEMISTRY-A EUROPEAN JOURNAL, 10 (12). pp. 2997-3005. ISSN 0947-6539, 1521-3765

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Abstract

As shown by theoretical calculations, azabis(oxazoline)-copper complexes are considerably more stable than the analogous bis(oxazoline)-copper complexes. This enhanced stability allows them to be efficiently immobilized by means of electrostatic interactions to different anionic supports, such as clays and nafion-silica nanocomposites, without the loss of a ligand, as is observed for bis(oxazolines). As a result, enantioselectivities of around 90% ee are obtained in the cyclopropanation reaction between styrene and ethyl diazoacetate. Moreover, the solid catalyst is easily recoverable.

Item Type: Article
Uncontrolled Keywords: ENANTIOSELECTIVE CYCLOPROPANATION REACTIONS; ENERGY DECOMPOSITION ANALYSIS; BIS(OXAZOLINE)-COPPER COMPLEXES; ASYMMETRIC CYCLOPROPANATION; HETEROGENEOUS CATALYSTS; RECOVERABLE CATALYSTS; METAL-COMPLEXES; LIGANDS; REAGENTS; OLEFINS;
Subjects: 500 Science > 540 Chemistry & allied sciences
Divisions: Chemistry and Pharmacy > Institut für Organische Chemie > Lehrstuhl Prof. Dr. Oliver Reiser
Depositing User: Dr. Gernot Deinzer
Date Deposited: 12 Jul 2021 12:38
Last Modified: 12 Jul 2021 12:38
URI: https://pred.uni-regensburg.de/id/eprint/37534

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