Journalartikel

Jahr der Veröffentlichung: 2022

Seiten: 1538-1541

Zeitschrift: Chemical Communications

Bandnummer: 58

Heftnummer: 10

ISSN: 1359-7345

DOI Link: https://doi.org/10.1039/d1cc05696d

Verlag: Royal Society of Chemistry

Abstract: 
We report the first preparation of N-alkoxyimidazolylidene (NOHC), a nucleophilic carbene based on an oxidized imidazolium core. The Arduengo-type analogous carbene center shows the most upfield C-13 NMR shift compared to common NHCs. The obtained gold(i) complex of the carbene follows the C-13 NMR upfield trend and shows the marked influence the alkoxy substituents. Similarly, the Se-77 and N-15 NMR shifts of a range of NOHC-selenium adducts show increased sigma-donation and decreased pi-back donation in the bonding with the nucleophile. This extension of the NHC family provides altered electronic properties for the use of such carbenes as ligands or catalysts.

Harvard-Zitierstil: Bakhonsky, V., Becker, J., Mlostoń, G. and Schreiner, P. (2022) N-Alkoxyimidazolylidines (NOHCs): nucleophilic carbenes based on an oxidized imidazolium core, Chemical Communications, 58(10), pp. 1538-1541. https://doi.org/10.1039/d1cc05696d

APA-Zitierstil: Bakhonsky, V., Becker, J., Mlostoń, G., & Schreiner, P. (2022). N-Alkoxyimidazolylidines (NOHCs): nucleophilic carbenes based on an oxidized imidazolium core. Chemical Communications. 58(10), 1538-1541. https://doi.org/10.1039/d1cc05696d