Bidentate Ru(ii)-NC complexes as catalysts for the dehydrogenative reaction from primary alcohols to carboxylic acids

Dawei Gong1, Bowen Hu1, Dafa Chen1

  • 1MIIT Key Laboratory of Critical Materials Technology for New Energy Conversion and Storage, School of Chemical Engineering & Technology, Harbin Institute of Technology, Harbin 150001, People's Republic of China. dafachen@hit.edu.cn.

Related Concept Videos

Carboxylic Acids to Primary Alcohols: Hydride Reduction01:17

Carboxylic Acids to Primary Alcohols: Hydride Reduction

Carboxylic acids, upon reaction with strong reducing agents such as lithium aluminum hydride followed by hydrolysis, undergo reduction to form primary alcohols.
4.9K
Reactions of Carboxylic Acids: Introduction01:41

Reactions of Carboxylic Acids: Introduction

Carboxylic acids possess an acidic –COOH functional group. The acidity can be attributed to the resonance stabilization of their conjugate base, wherein the negative charge is delocalized over both oxygen atoms.
3.8K
Acid Halides to Alcohols: Grignard Reaction01:15

Acid Halides to Alcohols: Grignard Reaction

Organomagnesium halides, commonly known as Grignard reagents, convert acid halides to tertiary alcohols. The reaction requires two equivalents of the Grignard reagent and proceeds via a ketone intermediate.
Grignard reagents are a source of carbanions and function as nucleophiles. The mechanism begins with the nucleophilic attack by the carbanion at the carbonyl carbon of the acid halide to form a tetrahedral intermediate. Next, the carbonyl group is re-formed, and the halide ion departs,...
2.9K
Nonenolizable Aldehydes to Acids and Alcohols: The Cannizzaro Reaction01:25

Nonenolizable Aldehydes to Acids and Alcohols: The Cannizzaro Reaction

The Cannizzaro reaction is a base-promoted redox reaction producing a primary alcohol and a carboxylic acid from two molecules of a nonenolizable aldehyde. The reaction commences when the anionic counterpart of the base attacks the carbonyl carbon, resulting in a tetrahedral alkoxide intermediate. The base then abstracts a proton from the intermediate to generate an unstable dianionic species. This intermediate enables the release of the aldehydic hydrogen as a hydride ion. An intermolecular...
2.6K
α-Bromination of Carboxylic Acids: Hell–Volhard–Zelinski Reaction01:15

α-Bromination of Carboxylic Acids: Hell–Volhard–Zelinski Reaction

The method to achieve α-brominated carboxylic acids using a mixture of phosphorus tribromide and bromine is known as the Hell–Volhard–Zelinski reaction. The reaction is catalyzed by phosphorus tribromide, which can be used directly or produced in situ from red phosphorus and bromine. The mechanism comprises PBr3 catalyzed conversion of acid to acid bromide and hydrogen bromide. The acid bromide enolizes to its enol form in the presence of HBr. The nucleophilic enol attacks the...
3.7K
Acidity of Carboxylic Acids01:21

Acidity of Carboxylic Acids

Carboxylic acids are the strongest organic acids. However, their acidic strength is much less than mineral acids like HCl. Carboxylic acids ionize in water and readily lose the hydroxyl proton to form a resonance-stabilized carboxylate ion.
8.7K