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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...
Autores principales: | , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
John Wiley and Sons Inc.
2021
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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. |
format | Online Article Text |
id | pubmed-8359312 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2021 |
publisher | John Wiley and Sons Inc. |
record_format | MEDLINE/PubMed |
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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