Universität zu Köln

Breugst, Martin ORCID: 0000-0003-0950-8858 and von der Heiden, Daniel (2018). Mechanisms in Iodine Catalysis. Chem.-Eur. J., 24 (37). S. 9187 - 9200. WEINHEIM: WILEY-V C H VERLAG GMBH. ISSN 1521-3765

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Abstract

Molecular iodine has been used for more than 100 years as a remarkable catalyst for many organic transformations such as cycloadditions, Michael and aldol reactions, or esterifications. Different explanations for the origin of its catalytic effect have been proposed in the last decades including a hidden BrOnsted acid catalysis by HI, a Lewis-acid (or halogen-bond) activation, or catalysis by an iodonium(I) species. Recently, iodine catalysis again gained more interest due to the latest developments in halogen-bond catalysis. In this Minireview, we first summarize the experimental basis for the proposed modes of activation. Subsequently, we analyze typical iodine-catalyzed reactions to gain more insights into the underlying reaction mechanisms.

Item Type:	Journal Article
Creators:	Creators Email ORCID ORCID Put Code Breugst, Martin UNSPECIFIED orcid.org/0000-0003-0950-8858 UNSPECIFIED von der Heiden, Daniel UNSPECIFIED UNSPECIFIED UNSPECIFIED
URN:	urn:nbn:de:hbz:38-180058
DOI:	10.1002/chem.201706136
Journal or Publication Title:	Chem.-Eur. J.
Volume:	24
Number:	37
Page Range:	S. 9187 - 9200
Date:	2018
Publisher:	WILEY-V C H VERLAG GMBH
Place of Publication:	WEINHEIM
ISSN:	1521-3765
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 DIELS-ALDER REACTION; ORGANIC DIVALENT SULFUR; SOLVENT-FREE CONDITIONS; ELECTRON-DEFICIENT OLEFINS; MUKAIYAMA ALDOL REACTIONS; AZA-PRINS CYCLIZATION; +1 OXIDATION-STATE; ONE-POT SYNTHESIS; MOLECULAR-IODINE; CARBONYL-COMPOUNDS Multiple languages Chemistry, Multidisciplinary Multiple languages
Refereed:	Yes
URI:	http://kups.ub.uni-koeln.de/id/eprint/18005