Mechanism and optimization of ruthenium-catalyzed oxalamide synthesis using DFT
The oxalamide skeleton is a common structural motif in many biologically active molecules. These scaffolds can be synthesized <i>via</i> ruthenium pincer complex-catalyzed acceptorless dehydrogenative coupling of ethylene glycol and amines. In this study, we elucidate the mechanism of this oxalamide synthesis using density functional theory calculations. The rate-determining state is identified as the formation of molecular hydrogen following the oxidation of hydroxyacetamide to oxoacetamide. In predictive catalysis exercises, various modifications to the ruthenium pincer catalyst were investigated to assess their impact on the reactivity.
Authors
- Jean‐Luc Renaud (ORCID: https://orcid.org/0000-0001-8757-9622)
- Anna Pla‐Quintana (ORCID: https://orcid.org/0000-0003-2545-9048)
- Roger Monreal‐Corona (ORCID: https://orcid.org/0000-0003-3071-9887)
- Nicolas Joly (ORCID: https://orcid.org/0000-0003-2290-1371)
- Albert Poater (ORCID: https://orcid.org/0000-0002-8997-2599)
- M. Luz Valero
- Sylvain Gaillard (ORCID: https://orcid.org/0000-0003-3402-2518)
- Enric Mayolas
Institutions
- Centre National de la Recherche Scientifique (FR)
- École Nationale Supérieure d'Ingénieurs de Caen (FR)
- Universitat de Girona (ES)
- Sorbonne Université (FR)
- Normandie Université (FR)
- Institut Parisien de Chimie Moléculaire (FR)
- Université de Caen Normandie (FR)
Publication Details
- Journal
- Dalton Transactions
- Published
- 2024-12-06
- DOI
- https://doi.org/10.1039/d4dt03182b
- Citations
- 3
- Primary Topic
- Asymmetric Hydrogenation and Catalysis
- Type
- article
- Field-Weighted Citation Impact
- 0.48
Funders
- Agence Nationale de la Recherche
- Ministerio de Economía y Competitividad
- Institució Catalana de Recerca i Estudis Avançats
- Centre National de la Recherche Scientifique
- Ministerio de Ciencia e Innovación
- Normandie Université
- Université de Caen Normandie
- Région Normandie
- Agencia Estatal de Investigación