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Lyons, Demelza J. M. ; Empel, Claire ; Pace, Domenic P. ; Dinh, An H. ; Mai, Binh Khanh ; Koenigs, Rene M. ; Nguyen, Thanh Vinh:
Tropolonate Salts as Acyl-Transfer Catalysts under Thermal and Photochemical Conditions: Reaction Scope and Mechanistic Insights.
In: ACS Catalysis.
Bd. 10
(2020)
.
- S. 12596-12606.
ISSN 2155-5435
DOI: https://doi.org/10.1021/acscatal.0c03702
Abstract
Acyl-transfer catalysis is a frequently used tool to promote the formation of carboxylic acid derivatives, which are important synthetic precursors and target compounds in organic synthesis. However, there have been only a few structural motifs known to efficiently catalyze the acyl-transfer reaction. Herein, we introduce a different acyl-transfer catalytic paradigm based on the tropolone framework. We show that tropolonate salts, due to their strong nucleophilicity and photochemical activity, can promote the coupling reaction between alcohols and carboxylic acid anhydrides or chlorides to give products under thermal or blue light photochemical conditions. Kinetic studies and density functional theory calculations suggest interesting mechanistic insights for reactions promoted by this acyl-transfer catalytic system.
Weitere Angaben
| Publikationsform: | Artikel in einer Zeitschrift |
|---|---|
| Begutachteter Beitrag: | Ja |
| Keywords: | acyl-transfer; acylation; tropolone; esterification; catalysis |
| Institutionen der Universität: | Fakultäten > Fakultät für Biologie, Chemie und Geowissenschaften > Fachgruppe Chemie |
| Titel an der UBT entstanden: | Nein |
| Themengebiete aus DDC: | 500 Naturwissenschaften und Mathematik > 540 Chemie |
| Eingestellt am: | 01 Apr 2025 13:06 |
| Letzte Änderung: | 01 Apr 2025 13:06 |
| URI: | https://eref.uni-bayreuth.de/id/eprint/93127 |