Strategic approach on N-oxides in gold catalysis

• Verfasst von: Schießl, Jasmin [VerfasserIn]
• Verfasst von: Stirn, Judith [VerfasserIn]
• Verfasst von: Emler, Kirsten [VerfasserIn]
• Verfasst von: Rudolph, Matthias [VerfasserIn]
• Verfasst von: Rominger, Frank [VerfasserIn]
• Verfasst von: Hashmi, A. Stephen K. [VerfasserIn]
• Titel: Strategic approach on N-oxides in gold catalysis
• Titelzusatz: a case study
• Verf.angabe: Jasmin Schießl, Philipp M. Stein, Judith Stirn, Kirsten Emler, Matthias Rudolph, Frank Rominger, and A. Stephen K. Hashmi
• Jahr des Originals: 2018
• Umfang: 14 S.
• Fussnoten: Version of record online: October 11, 2018 ; First published: 10 September 2018 ; Gesehen am 01.03.2019
• Titel Quelle: Enthalten in: Advanced synthesis & catalysis
• Jahr Quelle: 2019
• Band/Heft Quelle: 361(2019), 4, S. 725-738
• ISSN Quelle: 1615-4169
• DOI: doi:10.1002/adsc.201801007
• Datenträger: Online-Ressource
• Sprache: eng
• K10plus-PPN: 158826386X

Abstract

An extensive kinetic study of selected key reactions of (oxidative) gold catalysis concentrates on the decrease of the catalytic activity due to inhibition of the gold(I) catalyst caused by pyridine derivatives that are obtained as by-products if N-oxides are applied as oxygen donors. The choice of the examined pyridine derivatives and their corresponding N-oxides has been made regardless of their commercial availability; particular attention has been paid to the practical benefit which up to now has been neglected in most of the reaction screenings. The test reactions were monitored by GC and 1H NMR spectroscopy. The received reaction constants provide information concerning a correlation between the electronic structure of the heterocycle and the catalytic activity. Based on the collected kinetic data, it was possible to develop a basic set of three N-oxides which have to be taken into account in further oxidative gold(I)-catalyzed reactions.