A Rhodium Nanoparticle–Lewis Acidic Ionic Liquid Catalyst for the Chemoselective Reduction of Heteroarenes

Karakulina, Alena; Gopakumar, Aswin; Akçok, İsmail; Roulier, Bastien L.; LaGrange, Thomas; Katsyuba, Sergey A.; Das, Shoubhik; Dyson, Paul J.

doi:10.1002/ange.201507945

Cited by 39 publications

(15 citation statements)

References 51 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…Advantageously, various commercially available structures of these molecules enhance easy optimization of the desired reaction. Based on all this information and our own interest to explore metal-free catalysis, we became interested to find a mild photocatalytic system for the selective oxidation of alcohols. − …”

mentioning

confidence: 99%

Metal-Free Catalyst for Visible-Light-Induced Oxidation of Unactivated Alcohols Using Air/Oxygen as an Oxidant

et al. 2018

Self Cite

View full text Add to dashboard Cite

9-Fluorenone acts as a metal-free and additive-free photocatalyst for the selective oxidation of primary and secondary alcohols under visible light. With this photocatalyst, a plethora of alcohols such as aliphatic, heteroaromatic, aromatic, and alicyclic compounds has been converted to the corresponding carbonyl compounds using air/oxygen as an oxidant. In addition to these, several steroids have been oxidized to the corresponding carbonyl compounds. Detailed mechanistic studies have also been achieved to determine the role of the oxidant and the photocatalyst for this oxidation.

show abstract

mentioning

confidence: 99%

Metal-Free Catalyst for Visible-Light-Induced Oxidation of Unactivated Alcohols Using Air/Oxygen as an Oxidant

et al. 2018

Self Cite

View full text Add to dashboard Cite

show abstract

“…They find uses where stronger acids would either hydrolyze, or destroy the reactants, such as O -acylation of cellulose [ 76 ]. In an interesting recent application, chlorozincate(II) ionic liquids diluted with [C 4 mim][BF 4 ] were used as a liquid support and co-catalyst in chemoselective reduction of heteroarenes, promoted by Rh nanoparticles [ 77 ].…”

Section: Chlorometallate Ionic Liquidsmentioning

confidence: 99%

Lewis Acidic Ionic Liquids

2017

View full text Add to dashboard Cite

Until very recently, the term Lewis acidic ionic liquids (ILs) was nearly synonymous with halometallate ILs, with a strong focus on chloroaluminate(III) systems. The first part of this review covers the historical context in which these were developed, speciation of a range of halometallate ionic liquids, attempts to quantify their Lewis acidity, and selected recent applications: in industrial alkylation processes, in supported systems (SILPs/SCILLs) and in inorganic synthesis. In the last decade, interesting alternatives to halometallate ILs have emerged, which can be divided into two sub-sections: (1) liquid coordination complexes (LCCs), still based on halometallate species, but less expensive and more diverse than halometallate ionic liquids, and (2) ILs with main-group Lewis acidic cations. The two following sections cover these new liquid Lewis acids, also highlighting speciation studies, Lewis acidity measurements, and applications.

show abstract

“…The reported methods for the construction of piperidines and pyrrolidines are mainly divided into two categories. The first type is the reduction method, in which expensive metal catalysts, such as palladium and platinum, are used to catalyze the hydrogenation reduction of pyridines or pyrroles [ 11 , 12 , 13 , 14 , 15 ]. Moreover, the reaction usually needs to be conducted at a high pressure of tens to hundreds of atmospheres.…”

Section: Introductionmentioning

confidence: 99%

One-Pot Route from Halogenated Amides to Piperidines and Pyrrolidines

et al. 2022

View full text Add to dashboard Cite

Piperidine and pyrrolidine derivatives are important nitrogen heterocyclic structures with a wide range of biological activities. However, reported methods for their construction often face problems of requiring the use of expensive metal catalysts, highly toxic reaction reagents or hazardous reaction conditions. Herein, an efficient route from halogenated amides to piperidines and pyrrolidines was disclosed. In this method, amide activation, reduction of nitrile ions, and intramolecular nucleophilic substitution were integrated in a one-pot reaction. The reaction conditions were mild and no metal catalysts were used. The synthesis of a variety of N-substituted and some C-substituted piperidines and pyrrolidines became convenient, and good yields were obtained.

show abstract

A Rhodium Nanoparticle–Lewis Acidic Ionic Liquid Catalyst for the Chemoselective Reduction of Heteroarenes

Cited by 39 publications

References 51 publications

Metal-Free Catalyst for Visible-Light-Induced Oxidation of Unactivated Alcohols Using Air/Oxygen as an Oxidant

Metal-Free Catalyst for Visible-Light-Induced Oxidation of Unactivated Alcohols Using Air/Oxygen as an Oxidant

Lewis Acidic Ionic Liquids

One-Pot Route from Halogenated Amides to Piperidines and Pyrrolidines

Contact Info

Product

Resources

About