Preprint Communication Version 1 This version is not peer-reviewed

Ruthenium-Based Catalytic Systems Incorporating a Labile Cyclooctadiene Ligand with N-Heterocyclic Carbene Precursors for the Atom-Economic Alcohol Amidation Using Amines.

Version 1 : Received: 29 August 2018 / Approved: 29 August 2018 / Online: 29 August 2018 (11:48:42 CEST)

A peer-reviewed article of this Preprint also exists.

Chen, C.; Miao, Y.; De Winter, K.; Wang, H.-J.; Demeyere, P.; Yuan, Y.; Verpoort, F. Ruthenium-Based Catalytic Systems Incorporating a Labile Cyclooctadiene Ligand with N-Heterocyclic Carbene Precursors for the Atom-Economic Alcohol Amidation Using Amines. Molecules 2018, 23, 2413. Chen, C.; Miao, Y.; De Winter, K.; Wang, H.-J.; Demeyere, P.; Yuan, Y.; Verpoort, F. Ruthenium-Based Catalytic Systems Incorporating a Labile Cyclooctadiene Ligand with N-Heterocyclic Carbene Precursors for the Atom-Economic Alcohol Amidation Using Amines. Molecules 2018, 23, 2413.

Journal reference: Molecules 2018, 23, 2413
DOI: 10.3390/molecules23102413

Abstract

Transition-metal-catalyzed amide bond formation from alcohols and amines is an atom-economic and eco-friendly route. Herein, we identified a highly active in situ N-heterocyclic carbene (NHC)/ruthenium (Ru) catalytic system for this amide synthesis. Various substrates, including sterically hindered ones, could be directly transformed into the corresponding amides with the catalyst loading as low as 0.25 mol%. In this system, we replaced the p-cymene ligand of the Ru source with a relatively labile cyclooctadiene (cod) ligand so as to more efficiently obtain the corresponding poly-carbene Ru species. Expectedly, the weaker cod ligand could be more easily substituted with multiple mono-NHC ligands. Further HR-MS analyses revealed that two tetra-carbene complexes were probably generated from the in situ catalytic system.

Subject Areas

ruthenium (Ru); N-heterocyclic carbenes (NHCs); homogeneous catalysis; in situ; amide bonds; synthesis.

Comments (0)

We encourage comments and feedback from a broad range of readers. See criteria for comments and our diversity statement.

Leave a public comment
Send a private comment to the author(s)
Views 0
Downloads 0
Comments 0
Metrics 0


×
Alerts
Notify me about updates to this article or when a peer-reviewed version is published.