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The role of binding constants in the efficiency of chiral catalysts immobilized by electrostatic interactions: the case of azabis(oxazoline)-copper complexes.
Chemistry. 2004 Jun 21; 10(12):2997-3005.C

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.

Authors+Show Affiliations

Fraile JM
Departamento de Química Orgánica, Instituto de Ciencia de Materiales de Aragón, Facultad de Ciencias, Universidad de Zaragoza-CSIC, 50009 Zaragoza, Spain.
García JI
No affiliation info available
Herrerías CI
No affiliation info available
Mayoral JA
No affiliation info available
Reiser O
No affiliation info available
Socuéllamos A
No affiliation info available
Werner H
No affiliation info available

Pub Type(s)

Journal Article

Language

eng

PubMed ID

15214083

Citation

Fraile, José M., et al. "The Role of Binding Constants in the Efficiency of Chiral Catalysts Immobilized By Electrostatic Interactions: the Case of Azabis(oxazoline)-copper Complexes." Chemistry (Weinheim an Der Bergstrasse, Germany), vol. 10, no. 12, 2004, pp. 2997-3005.
Fraile JM, García JI, Herrerías CI, et al. The role of binding constants in the efficiency of chiral catalysts immobilized by electrostatic interactions: the case of azabis(oxazoline)-copper complexes. Chemistry. 2004;10(12):2997-3005.
Fraile, J. M., García, J. I., Herrerías, C. I., Mayoral, J. A., Reiser, O., Socuéllamos, A., & Werner, H. (2004). The role of binding constants in the efficiency of chiral catalysts immobilized by electrostatic interactions: the case of azabis(oxazoline)-copper complexes. Chemistry (Weinheim an Der Bergstrasse, Germany), 10(12), 2997-3005.
Fraile JM, et al. The Role of Binding Constants in the Efficiency of Chiral Catalysts Immobilized By Electrostatic Interactions: the Case of Azabis(oxazoline)-copper Complexes. Chemistry. 2004 Jun 21;10(12):2997-3005. PubMed PMID: 15214083.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - The role of binding constants in the efficiency of chiral catalysts immobilized by electrostatic interactions: the case of azabis(oxazoline)-copper complexes. AU - Fraile,José M, AU - García,José I, AU - Herrerías,Clara I, AU - Mayoral,José A, AU - Reiser,Oliver, AU - Socuéllamos,Antonio, AU - Werner,Heiko, PY - 2004/6/24/pubmed PY - 2004/6/24/medline PY - 2004/6/24/entrez SP - 2997 EP - 3005 JF - Chemistry (Weinheim an der Bergstrasse, Germany) JO - Chemistry VL - 10 IS - 12 N2 - 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. SN - 0947-6539 UR - https://www.unboundmedicine.com/medline/citation/15214083/The_role_of_binding_constants_in_the_efficiency_of_chiral_catalysts_immobilized_by_electrostatic_interactions:_the_case_of_azabis_oxazoline__copper_complexes_ DB - PRIME DP - Unbound Medicine ER -