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

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

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...

Full description

Bibliographic Details
Main Authors:	Cheng Chen, Yang Miao, Kimmy De Winter, Hua-Jing Wang, Patrick Demeyere, Ye Yuan, Francis Verpoort
Format:	Article
Language:	English
Published:	MDPI AG 2018-09-01
Series:	Molecules
Subjects:	ruthenium (Ru) N-heterocyclic carbenes (NHCs) homogeneous catalysis in situ amide bonds synthesis
Online Access:	http://www.mdpi.com/1420-3049/23/10/2413

Similar Items

Design and Synthesis of Photoactive Iron <i>N</i>-Heterocyclic Carbene Complexes
by: Simon Kaufhold, et al.
Published: (2020-01-01)

Transamidation of Amides and Amidation of Esters by Selective N–C(O)/O–C(O) Cleavage Mediated by Air- and Moisture-Stable Half-Sandwich Nickel(II)–NHC Complexes
by: Jonathan Buchspies, et al.
Published: (2021-01-01)

Bidentate Donor-Functionalized <i>N</i>-Heterocyclic Carbenes: Valuable Ligands for Ruthenium-Catalyzed Transfer Hydrogenation
by: Vincent Ritleng, et al.
Published: (2022-07-01)

Ruthenium Olefin Metathesis Catalysts Featuring N-Heterocyclic Carbene Ligands Tagged with Isonicotinic and 4-(Dimethylamino)benzoic Acid Rests: Evaluation of a Modular Synthetic Strategy
by: Stefan Czarnocki, et al.
Published: (2021-08-01)

Evaluation of Ruthenium(II) <i>N</i>-Heterocyclic Carbene Complexes as Antibacterial Agents and Inhibitors of Bacterial Thioredoxin Reductase
by: Hilke Burmeister, et al.
Published: (2021-07-01)

Synthesis of Pincer type carbene and their Ag(I)-NHC complexes, and their Antimicrobial activities
by: Murat Ates, et al.
Published: (2022-06-01)

New metathesis catalyst bearing chromanyl moieties at the N-heterocyclic carbene ligand
by: Agnieszka Hryniewicka, et al.
Published: (2015-12-01)

Specialized Olefin Metathesis Catalysts Featuring Unsymmetrical <i>N</i>-Heterocyclic Carbene Ligands Bearing <i>N</i>-(Fluoren-9-yl) Arm
by: Phillip I. Jolly, et al.
Published: (2020-05-01)

Synthesis of Novel <i>N</i>-Heterocyclic Carbene-Ruthenium (II) Complexes, “Precious” Tools with Antibacterial, Anticancer and Antioxidant Properties
by: Jessica Ceramella, et al.
Published: (2023-04-01)

Synthesis and structures of ruthenium–NHC complexes and their catalysis in hydrogen transfer reaction
by: Chao Chen, et al.
Published: (2015-09-01)

Ag–NHC Complexes in the π-Activation of Alkynes
by: Shiyi Yang, et al.
Published: (2023-01-01)

N-Heterocyclic carbenes in synthesis /
by: Nolan, Steven P.
Published: (2006)

Suzuki–Miyaura Cross-Coupling of Amides Using Well-Defined, Air- and Moisture-Stable Nickel/NHC (NHC = N-Heterocyclic Carbene) Complexes
by: Jonathan Buchspies, et al.
Published: (2020-03-01)

Evaluation of Ruthenium(II) <i>N</i>-Heterocyclic Carbene Complexes as Enzymatic Inhibitory Agents with Antioxidant, Antimicrobial, Antiparasitical and Antiproliferative Activity
by: Ibrahim S. Al Nasr, et al.
Published: (2023-01-01)

N-heterocyclic carbenes : from laboratory curiosities to efficient synthetic tools /
by: Diez-Gonzalez, Silvia
Published: (2011)

Synthesis of Six-Membered <i>N</i>-Heterocyclic Carbene Precursors Based on Camphor
by: Jan Šegina, et al.
Published: (2023-12-01)

The catalytic performance of Ru–NHC alkylidene complexes: PCy3 versus pyridine as the dissociating ligand
by: Stefan Krehl, et al.
Published: (2010-12-01)

Unsaturated Copolyesters from Macrolactone/Norbornene: Toward Reaction Kinetics of Metathesis Copolymerization Using Ruthenium Carbene Catalysts
by: Araceli Martínez, et al.
Published: (2022-04-01)

The promise of N-heterocyclic carbenes to capture and valorize carbon dioxide
by: Pierre Stiernet, et al.
Published: (2023-01-01)

N-Heterocyclic carbene organocatalysis : activation modes and typical reactive intermediates
by: Chen, Xingkuan, et al.
Published: (2022)

Direct estimate of the internal π-donation to the carbene centre within N-heterocyclic carbenes and related molecules
by: Diego M. Andrada, et al.
Published: (2015-12-01)

N-Heterocyclic carbene-catalyzed remote enantioselective C-C bond formation via 1,6-addition with formyl enynes
by: Peng, Xiaolin, et al.
Published: (2024)

Tailoring Carbene–Metal–Amides for Thermally Activated Delayed Fluorescence: A Computationally Guided Study on the Effect of Cyclic (Alkyl)(amino)carbenes
by: Nguyen Le Phuoc, et al.
Published: (2023-05-01)

N-Heterocyclic Carbenes in Transition Metal Catalysis [electronic resource]/
by: Glorius, Frank
Published: (2007)

Theoretical Study of N-Heterocyclic-Carbene–ZnX<sub>2</sub> (X = H, Me, Et) Complexes
by: Mirosław Jabłoński
Published: (2021-10-01)

Rational design and convenient synthesis of a novel family of ruthenium complexes with O,N-bidentate ligands
by: Drozdzak Renate, et al.
Published: (2005-09-01)

N-Heterocyclic Carbene Gold Complexes Active in Hydroamination and Hydration of Alkynes
by: Annaluisa Mariconda, et al.
Published: (2022-07-01)

Ruthenium-based olefin metathesis catalysts with monodentate unsymmetrical NHC ligands
by: Veronica Paradiso, et al.
Published: (2018-12-01)

Reactivity and Stability of a Ring-Expanded N-Heterocyclic Carbene Copper(I) Boryl Imidinate
by: Rex S. C. Charman, et al.
Published: (2022-09-01)

Reductions of aldehydes and ketones with a readily available N-heterocyclic carbene borane and acetic acid
by: Vladimir Lamm, et al.
Published: (2013-04-01)

N-Heterocyclic carbene catalyzed radical coupling of aldehydes with redox-active esters
by: Song, Runjiang, et al.
Published: (2020)

Palladium-Catalyzed Room Temperature Acylative Cross-Coupling of Activated Amides with Trialkylboranes
by: Weijia Shi, et al.
Published: (2018-09-01)

Alkyne hydroarylation with Au N-heterocyclic carbene catalysts
by: Cristina Tubaro, et al.
Published: (2013-02-01)

N-Heterocyclic Carbene Coinage Metal Complexes Containing Naphthalimide Chromophore: Design, Structure, and Photophysical Properties
by: Pierre-Henri Lanoë, et al.
Published: (2017-08-01)

Synthesis of a 1-Aryl-2,2-chlorosilyl(phospha)silene Coordinated by an N-Heterocyclic Carbene
by: Andreas Wolfgang Kyri, et al.
Published: (2016-09-01)

Preparation of Mixed Bis-N-Heterocyclic Carbene Rhodium(I) Complexes
by: Ramón Azpíroz, et al.
Published: (2022-10-01)

N-heterocyclic carbene-mediated carbon-sulfur bond-forming reactions
by: Lv, Jie, et al.
Published: (2023)

Recent Advances in the Synthesis of Spiroheterocycles via N-Heterocyclic Carbene Organocatalysis
by: Yue Liu, et al.
Published: (2017-11-01)

Recent advances in N-heterocyclic carbene (NHC)-catalysed benzoin reactions
by: Rajeev S. Menon, et al.
Published: (2016-03-01)

Ammonium-tagged ruthenium-based catalysts for olefin metathesis in aqueous media under ultrasound and microwave irradiation
by: Łukasz Gułajski, et al.
Published: (2019-01-01)