The Reaction of CO(2) with a Borylnitrene: Formation of an 3‐Oxaziridinone

The reaction of a borylnitrene with carbon dioxide is studied under cryogenic matrix isolation conditions. Photogenerated CatBN (Cat=catecholato) reacts with CO(2) under formation of the cycloaddition product CatBNCO(2), a 3‐oxaziridinone derivative, after photoexcitation (>550 nm). The product s...

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Detalles Bibliográficos
Autores principales: Bhagat, Virinder, Schumann, Julia, Bettinger, Holger F.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: John Wiley and Sons Inc. 2021
Materias:
Communications
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8596737/
https://www.ncbi.nlm.nih.gov/pubmed/34414646
http://dx.doi.org/10.1002/anie.202105171
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author Bhagat, Virinder
Schumann, Julia
Bettinger, Holger F.
author_facet Bhagat, Virinder
Schumann, Julia
Bettinger, Holger F.
author_sort Bhagat, Virinder
collection PubMed
description The reaction of a borylnitrene with carbon dioxide is studied under cryogenic matrix isolation conditions. Photogenerated CatBN (Cat=catecholato) reacts with CO(2) under formation of the cycloaddition product CatBNCO(2), a 3‐oxaziridinone derivative, after photoexcitation (>550 nm). The product shows Fermi resonances between the CO stretching and ring deformation modes that cause unusual (13)C and (18)O isotopic shifts. A computational analysis of the 3‐oxaziridinone shows this cyclic carbamate to be less strained than an α‐lactone or an α‐lactame.
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spelling pubmed-85967372021-11-22 The Reaction of CO(2) with a Borylnitrene: Formation of an 3‐Oxaziridinone Bhagat, Virinder Schumann, Julia Bettinger, Holger F. Angew Chem Int Ed Engl Communications The reaction of a borylnitrene with carbon dioxide is studied under cryogenic matrix isolation conditions. Photogenerated CatBN (Cat=catecholato) reacts with CO(2) under formation of the cycloaddition product CatBNCO(2), a 3‐oxaziridinone derivative, after photoexcitation (>550 nm). The product shows Fermi resonances between the CO stretching and ring deformation modes that cause unusual (13)C and (18)O isotopic shifts. A computational analysis of the 3‐oxaziridinone shows this cyclic carbamate to be less strained than an α‐lactone or an α‐lactame. John Wiley and Sons Inc. 2021-09-21 2021-10-18 /pmc/articles/PMC8596737/ /pubmed/34414646 http://dx.doi.org/10.1002/anie.202105171 Text en © 2021 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 Communications
Bhagat, Virinder
Schumann, Julia
Bettinger, Holger F.
The Reaction of CO(2) with a Borylnitrene: Formation of an 3‐Oxaziridinone
title The Reaction of CO(2) with a Borylnitrene: Formation of an 3‐Oxaziridinone
title_full The Reaction of CO(2) with a Borylnitrene: Formation of an 3‐Oxaziridinone
title_fullStr The Reaction of CO(2) with a Borylnitrene: Formation of an 3‐Oxaziridinone
title_full_unstemmed The Reaction of CO(2) with a Borylnitrene: Formation of an 3‐Oxaziridinone
title_short The Reaction of CO(2) with a Borylnitrene: Formation of an 3‐Oxaziridinone
title_sort reaction of co(2) with a borylnitrene: formation of an 3‐oxaziridinone
topic Communications
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8596737/
https://www.ncbi.nlm.nih.gov/pubmed/34414646
http://dx.doi.org/10.1002/anie.202105171
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