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

• Verfasst von: Tsang, Althea S.-K. [VerfasserIn]
• Verfasst von: Hashmi, A. Stephen K. [VerfasserIn]
• Verfasst von: Comba, Peter [VerfasserIn]
• Verfasst von: Kerscher, Marion [VerfasserIn]
• Titel: N-aryl groups are ubiquitous in cross-dehydrogenative couplings because they stabilize reactive intermediates
• Verf.angabe: Althea S.-K. Tsang, A. Stephen K. Hashmi, Peter Comba, Marion Kerscher, Bun Chan, Matthew H. Todd
• Umfang: 6 S.
• Fussnoten: Gesehen am 21.08.2017
• Titel Quelle: Enthalten in: Chemistry - a European journal
• Jahr Quelle: 2017
• Band/Heft Quelle: 23(2017), 39, S. 9313-9318
• ISSN Quelle: 1521-3765
• DOI: doi:10.1002/chem.201700430
• Datenträger: Online-Ressource
• Sprache: eng
• K10plus-PPN: 1562594486

Abstract

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.