"Side-Product Catalysis": Substrate Autoxidation as an Overlooked Side Reaction Generating a Co-Catalyst for Enhancing Asymmetric Aldol Reactions
Heidlindemann M, Berkessel A, Gröger H (2017)
CHEMCATCHEM 9(8): 1383-1388.
Zeitschriftenaufsatz
| Veröffentlicht | Englisch
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Autor*in
Heidlindemann, MarcelUniBi;
Berkessel, Albrecht;
Gröger, HaraldUniBi
Abstract / Bemerkung
An acid formed autoxidatively from an aldehyde substrate as a side product was found to alter the reaction kinetics and selectivity significantly in the direct asymmetric aldol reaction between an aldehyde and acetone, both in aqueous media and cyclohexane. Furthermore, this side-product catalysis ("impurity catalysis") was also observed upon using commercial samples of aldehydes without purification prior to their use (owing to the presence of the acid formed therein during storage), which thus underlines the impact of substrate purity on the reaction course of the catalytic process.
Stichworte
acid co-catalysis;
aldol reaction;
asymmetric catalysis;
autoxidation;
organocatalysis
Erscheinungsjahr
2017
Zeitschriftentitel
CHEMCATCHEM
Band
9
Ausgabe
8
Seite(n)
1383-1388
ISSN
1867-3880
eISSN
1867-3899
Page URI
https://pub.uni-bielefeld.de/record/2911773
Zitieren
Heidlindemann M, Berkessel A, Gröger H. "Side-Product Catalysis": Substrate Autoxidation as an Overlooked Side Reaction Generating a Co-Catalyst for Enhancing Asymmetric Aldol Reactions. CHEMCATCHEM. 2017;9(8):1383-1388.
Heidlindemann, M., Berkessel, A., & Gröger, H. (2017). "Side-Product Catalysis": Substrate Autoxidation as an Overlooked Side Reaction Generating a Co-Catalyst for Enhancing Asymmetric Aldol Reactions. CHEMCATCHEM, 9(8), 1383-1388. doi:10.1002/cctc.201601530
Heidlindemann, Marcel, Berkessel, Albrecht, and Gröger, Harald. 2017. “"Side-Product Catalysis": Substrate Autoxidation as an Overlooked Side Reaction Generating a Co-Catalyst for Enhancing Asymmetric Aldol Reactions”. CHEMCATCHEM 9 (8): 1383-1388.
Heidlindemann, M., Berkessel, A., and Gröger, H. (2017). "Side-Product Catalysis": Substrate Autoxidation as an Overlooked Side Reaction Generating a Co-Catalyst for Enhancing Asymmetric Aldol Reactions. CHEMCATCHEM 9, 1383-1388.
Heidlindemann, M., Berkessel, A., & Gröger, H., 2017. "Side-Product Catalysis": Substrate Autoxidation as an Overlooked Side Reaction Generating a Co-Catalyst for Enhancing Asymmetric Aldol Reactions. CHEMCATCHEM, 9(8), p 1383-1388.
M. Heidlindemann, A. Berkessel, and H. Gröger, “"Side-Product Catalysis": Substrate Autoxidation as an Overlooked Side Reaction Generating a Co-Catalyst for Enhancing Asymmetric Aldol Reactions”, CHEMCATCHEM, vol. 9, 2017, pp. 1383-1388.
Heidlindemann, M., Berkessel, A., Gröger, H.: "Side-Product Catalysis": Substrate Autoxidation as an Overlooked Side Reaction Generating a Co-Catalyst for Enhancing Asymmetric Aldol Reactions. CHEMCATCHEM. 9, 1383-1388 (2017).
Heidlindemann, Marcel, Berkessel, Albrecht, and Gröger, Harald. “"Side-Product Catalysis": Substrate Autoxidation as an Overlooked Side Reaction Generating a Co-Catalyst for Enhancing Asymmetric Aldol Reactions”. CHEMCATCHEM 9.8 (2017): 1383-1388.
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