Hydrogen autotransfer with alcohols for alkylations - Normandie Université
Article Dans Une Revue Organic Chemistry Frontiers Année : 2024

Hydrogen autotransfer with alcohols for alkylations

Résumé

Despite the advancements enabled by organometallic complexes in organic synthesis, which have led to innovative transformations and tackled issues related to waste and atom economy, concerns have arisen regarding the expense of noble metals and ligands. Expanding on previous work, iron and ruthenium complexes with cyclopentadienone ligands, akin to Knölker catalysts, have demonstrated remarkable efficiency in bond reduction and alkylations using alcohols as proelectrophiles. This review delves into novel alkylation methodologies involving hydrazides or ketones, inventive dehydrogenative coupling reactions yielding highly functionalized structures, and the optimization of metal-catalysed reactions through organometallic complex modifications. Metal-catalysed hydrogen auto-transfer, or hydrogen borrowing, offers a sustainable approach to forming C-C or C-N bonds from eco-friendly alcohols. While transitioning the diaminocyclopentadienone tricarbonyl ligand to first-row transition metals under mild conditions remains challenging, recent findings indicate that blue-light irradiation at room temperature can facilitate this transformation without external photosensitizers. Thus, while conventional studies without light remain demanding, light's additional role can enhance this research domain, where such catalysts may play a pivotal role. Moreover, further exploration of asymmetric catalysis is warranted. This review aims to impact not only the community working with Knölker derivative catalysts but also organic chemists for potential applications and inorganic chemists for catalyst development, ultimately striving to generate catalysts for asymmetric syntheses. Additionally, its sustainability makes it relevant for chemists dedicated to green chemistry.

Domaines

Chimie
Fichier principal
Vignette du fichier
hydrogen_autotransfer.pdf (1.91 Mo) Télécharger le fichier
Origine Fichiers produits par l'(les) auteur(s)

Dates et versions

hal-04725097 , version 1 (08-11-2024)

Licence

Identifiants

Citer

Nicolas Joly, Sylvain Gaillard, Albert Poater, Jean-Luc Renaud. Hydrogen autotransfer with alcohols for alkylations. Organic Chemistry Frontiers, 2024, ⟨10.1039/D4QO01626B⟩. ⟨hal-04725097⟩
27 Consultations
0 Téléchargements

Altmetric

Partager

More