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Criegee Intermediates Beyond Ozonolysis: Synthetic and Mechanistic Insights

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, clim...

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Autores principales: Hassan, Zahid, Stahlberger, Mareen, Rosenbaum, Nicolai, Bräse, Stefan
Formato: Online Artículo Texto
Lenguaje:English
Publicado: John Wiley and Sons Inc. 2021
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8359312/
https://www.ncbi.nlm.nih.gov/pubmed/33283439
http://dx.doi.org/10.1002/anie.202014974
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author Hassan, Zahid
Stahlberger, Mareen
Rosenbaum, Nicolai
Bräse, Stefan
author_facet Hassan, Zahid
Stahlberger, Mareen
Rosenbaum, Nicolai
Bräse, Stefan
author_sort Hassan, Zahid
collection PubMed
description 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.
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spelling pubmed-83593122021-08-17 Criegee Intermediates Beyond Ozonolysis: Synthetic and Mechanistic Insights Hassan, Zahid Stahlberger, Mareen Rosenbaum, Nicolai Bräse, Stefan Angew Chem Int Ed Engl Minireviews 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. John Wiley and Sons Inc. 2021-03-09 2021-07-05 /pmc/articles/PMC8359312/ /pubmed/33283439 http://dx.doi.org/10.1002/anie.202014974 Text en © 2020 The Authors. Angewandte Chemie International Edition published by Wiley-VCH GmbH https://creativecommons.org/licenses/by-nc/4.0/This is an open access article under the terms of the http://creativecommons.org/licenses/by-nc/4.0/ (https://creativecommons.org/licenses/by-nc/4.0/) License, which permits use, distribution and reproduction in any medium, provided the original work is properly cited and is not used for commercial purposes.
spellingShingle Minireviews
Hassan, Zahid
Stahlberger, Mareen
Rosenbaum, Nicolai
Bräse, Stefan
Criegee Intermediates Beyond Ozonolysis: Synthetic and Mechanistic Insights
title Criegee Intermediates Beyond Ozonolysis: Synthetic and Mechanistic Insights
title_full Criegee Intermediates Beyond Ozonolysis: Synthetic and Mechanistic Insights
title_fullStr Criegee Intermediates Beyond Ozonolysis: Synthetic and Mechanistic Insights
title_full_unstemmed Criegee Intermediates Beyond Ozonolysis: Synthetic and Mechanistic Insights
title_short Criegee Intermediates Beyond Ozonolysis: Synthetic and Mechanistic Insights
title_sort criegee intermediates beyond ozonolysis: synthetic and mechanistic insights
topic Minireviews
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8359312/
https://www.ncbi.nlm.nih.gov/pubmed/33283439
http://dx.doi.org/10.1002/anie.202014974
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