Ammonium Ferrate‐Catalyzed Cycloaddition of CO2 to Aziridines for the Synthesis of 1,3‐Oxazolidin‐2‐ones
Articolo
Data di Pubblicazione:
2022
Citazione:
Ammonium Ferrate‐Catalyzed Cycloaddition of CO2 to Aziridines for the Synthesis of 1,3‐Oxazolidin‐2‐ones / N. Panza, M. Alberti, S. Galiè, C. Damiano, F. Cargnoni, M. Italo Trioni, A. Caselli. - In: EUROPEAN JOURNAL OF ORGANIC CHEMISTRY. - ISSN 1434-193X. - 2022:40(2022 Oct 25), pp. e202200908.1-e202200908.9. [10.1002/ejoc.202200908]
Abstract:
Simple ammonium ferrates are competent catalysts for the CO2 coupling with aziridines to yield 5-substituted 1,3-oxazolidin-2-ones. Good yields with remarkable selectivity are obtained under mild reaction conditions, room temperature, and atmospheric CO2 pressure, especially for non-hindered N-alkyl, N-benzyl and N-allyl aziridines, without the need of any co-catalyst. To shed light on the reaction mechanism, an extensive set of theoretical calculations has been carried out. A viable reaction mechanism involving just one ferrate molecule and where the rate determining step is the 1,3-oxazolidin-2-one ring closure has been found, and the corresponding barrier is compatible with the experimental conditions tested in this study.
Tipologia IRIS:
01 - Articolo su periodico
Keywords:
Chemical utilization of CO2; Density functional calculations; Homogeneous catalysis; Iron; Oxazolidinones;
Elenco autori:
N. Panza, M. Alberti, S. Galiè, C. Damiano, F. Cargnoni, M. Italo Trioni, A. Caselli
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