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Criegee Intermediates Beyond Ozonolysis: Synthetic and Mechanistic Insights

Hassan, Zahid 1; Stahlberger, Mareen ORCID iD icon 1; Rosenbaum, Nicolai 1; Bräse, Stefan 1,2
1 Institut für Organische Chemie (IOC), Karlsruher Institut für Technologie (KIT)
2 Institut für Biologische und Chemische Systeme (IBCS), Karlsruher Institut für Technologie (KIT)


After more than 70 years since their discovery, Criegee intermediates (CIs) are back at the forefront of modern chemistry of short‐lived reactive intermediates. They play an important role in the mechanistic context of chemical synthesis, total synthesis, pharmaceuticals, and, most importantly, climate‐controlling aerosol formation as well as atmospheric chemistry. This Minireview summarizes key aspects of CIs (from the mechanism of formation, for example, by ozonolysis of alkenes and photolysis methods employing diiodo and diazo compounds, to their electronic structures and chemical reactivity), highlights the most recent findings and some landmark results of gas‐phase kinetics, and detection/measurements. The recent progress in synthetic and mechanistic studies in the chemistry of CIs provides a guide to illustrate the possibilities for further investigations in this exciting field.

Verlagsausgabe §
DOI: 10.5445/IR/1000130939
Veröffentlicht am 25.03.2021
DOI: 10.1002/anie.202014974
Zitationen: 52
Web of Science
Zitationen: 48
Zitationen: 55
Cover der Publikation
Zugehörige Institution(en) am KIT 3D Matter Made to Order (3DMM2O)
Institut für Biologische und Chemische Systeme (IBCS)
Institut für Organische Chemie (IOC)
Publikationstyp Zeitschriftenaufsatz
Publikationsjahr 2020
Sprache Englisch
Identifikator ISSN: 1433-7851, 0570-0833, 1521-3773
KITopen-ID: 1000130939
HGF-Programm 47.01.01 (POF III, LK 01) Biol.Netzwerke u.Synth.Regulat. ITG+ITC
Erschienen in Angewandte Chemie - International Edition
Verlag John Wiley and Sons
Band 60
Heft 28
Seiten 15138-15152
Vorab online veröffentlicht am 30.11.2020
Nachgewiesen in Dimensions
Web of Science
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