N-aryl groups are ubiquitous in cross-dehydrogenative couplings because they stabilize reactive intermediates

The mechanism of cross-dehydrogenative coupling (CDC) reactions has been examined by experimental and computational methods. We provide a rationale for the ubiquity of the N-aryl group in these reactions. The aryl substituent stabilizes two intermediates and the high-energy transition state that con...

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Hauptverfasser: Tsang, Althea S.-K. (VerfasserIn) , Hashmi, A. Stephen K. (VerfasserIn) , Comba, Peter (VerfasserIn) , Kerscher, Marion (VerfasserIn)
Dokumenttyp: Article (Journal)
Sprache:Englisch
Veröffentlicht: June 21, 2017
In: Chemistry - a European journal
Year: 2017, Jahrgang: 23, Heft: 39, Pages: 9313-9318
ISSN:1521-3765
DOI:10.1002/chem.201700430
Online-Zugang:Verlag, Volltext: http://dx.doi.org/10.1002/chem.201700430
Verlag, Volltext: http://onlinelibrary.wiley.com/doi/10.1002/chem.201700430/epdf
Verlag, Volltext: http://onlinelibrary.wiley.com/doi/10.1002/chem.201700430/abstract
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Verfasserangaben:Althea S.-K. Tsang, A. Stephen K. Hashmi, Peter Comba, Marion Kerscher, Bun Chan, Matthew H. Todd
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Zusammenfassung:The mechanism of cross-dehydrogenative coupling (CDC) reactions has been examined by experimental and computational methods. We provide a rationale for the ubiquity of the N-aryl group in these reactions. The aryl substituent stabilizes two intermediates and the high-energy transition state that connects them, which together represent the rate-determining step. This knowledge has enabled us to predict whether new CDC substrates will react either well or poorly.
Beschreibung:Gesehen am 21.08.2017
Beschreibung:Online Resource
ISSN:1521-3765
DOI:10.1002/chem.201700430