Universität zu Köln

Heidlindemann, Marcel, Berkessel, Albrecht ORCID: 0000-0003-0470-7428 and Groger, Harald (2017). Side-Product Catalysis: Substrate Autoxidation as an Overlooked Side Reaction Generating a Co-Catalyst for Enhancing Asymmetric Aldol Reactions. ChemCatChem, 9 (8). S. 1383 - 1389. WEINHEIM: WILEY-V C H VERLAG GMBH. ISSN 1867-3899

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Abstract

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.

Item Type:	Journal Article
Creators:	Creators Email ORCID ORCID Put Code Heidlindemann, Marcel UNSPECIFIED UNSPECIFIED UNSPECIFIED Berkessel, Albrecht UNSPECIFIED orcid.org/0000-0003-0470-7428 UNSPECIFIED Groger, Harald UNSPECIFIED UNSPECIFIED UNSPECIFIED
URN:	urn:nbn:de:hbz:38-233741
DOI:	10.1002/cctc.201601530
Journal or Publication Title:	ChemCatChem
Volume:	9
Number:	8
Page Range:	S. 1383 - 1389
Date:	2017
Publisher:	WILEY-V C H VERLAG GMBH
Place of Publication:	WEINHEIM
ISSN:	1867-3899
Language:	English
Faculty:	Faculty of Mathematics and Natural Sciences
Divisions:	Faculty of Mathematics and Natural Sciences > Department of Chemistry > Institute of Organic Chemistry
Subjects:	no entry
Uncontrolled Keywords:	Keywords Language SMALL ORGANIC-MOLECULE; AQUEOUS-MEDIA; HIGHLY EFFICIENT; ENANTIOSELECTIVE ALDOL; TRANSITION-STATES; BRONSTED ACIDS; WATER; PROLINE; ORGANOCATALYSIS; ALDEHYDES Multiple languages Chemistry, Physical Multiple languages
Refereed:	Yes
URI:	http://kups.ub.uni-koeln.de/id/eprint/23374