Synthesis of Collidine from Dinitrogen via a Tungsten Nitride

• Verfasst von: Eberle, Lukas [VerfasserIn]
• Verfasst von: Ballmann, Joachim [VerfasserIn]
• Titel: Synthesis of Collidine from Dinitrogen via a Tungsten Nitride
• Verf.angabe: Lukas Eberle and Joachim Ballmann
• E-Jahr: 2024
• Jahr: 27 March 2024
• Umfang: 6 S.
• Illustrationen: Illustrationen
• Fussnoten: Online veröffentlicht: 15. März 2024 ; Gesehen am 11.07.2024
• Titel Quelle: Enthalten in: American Chemical SocietyJournal of the American Chemical Society
• Ort Quelle: Washington, DC : ACS Publications, 1879
• Jahr Quelle: 2024
• Band/Heft Quelle: 146(2024), 12 vom: März, Seite 7979-7984
• ISSN Quelle: 1520-5126
• DOI: doi:10.1021/jacs.4c02226
• Datenträger: Online-Ressource
• Sprache: eng
• K10plus-PPN: 1895113415

Abstract

The synthesis of pyridines from dinitrogen in homogeneous solution is known to be challenging considering that an N2 cleavage step needs to be combined with two N-C coupling steps. Herein, a tungsten complex bearing a tailor-made 2,2′-(tBu2As)2-substituted tolane ligand scaffold was shown to split N2 to afford the corresponding tungsten nitride, which is not the case for the corresponding (iPr2As)2-substituted derivative. The former nitride was then reacted with 2,4,6-trimethylpyrylium triflate, which led to the formation of a tungsten oxo complex, along with collidine. Over the course of this reaction, the O atom of the pyrylium starting material was replaced with an N atom via a hitherto unprecedented skeletal editing process.