Electroreductive Palladium-Catalysed Ullmann Reactions in Ionic Liquids: Scope and Mechanism

Autor:	Gadi Rothenberg, Cornelis J. Elsevier, Laura Durán Pachón
Přispěvatelé:	Molecular Inorganic Chemistry (HIMS, FNWI)
Rok vydání:	2006
Předmět:	chemistry.chemical_compound chemistry Catalytic cycle Ionic liquid chemistry.chemical_element General Chemistry Photochemistry Electrochemistry Heterogeneous catalysis Catalysis Ullmann reaction Palladium Electrochemical cell
Zdroj:	Advanced Synthesis & Catalysis, 348(12 + 13), 1705-1710. Wiley-VCH Verlag
ISSN:	1615-4169 1615-4150
Popis:	A room-temperature catalytic alternative to the Ullmann reaction is presented, based on electroreductive homocoupling of haloarenes catalysed by palladium nanoparticles. The particles are generated in situ in an electrochemical cell, and electrons are used to close the catalytic cycle and provide the motivating force for the reaction. This system gives good yields using iodo- and bromoarenes, and requires only electric current and water as reagents. Using an ionic liquid solvent combines the advantages of excellent conductivity and cluster stabilising. The solvent is reusable at least five times. Kinetic experiments at different electrode potentials show that the two-electron oxidation of water closes the catalytic cycle by regenerating the Pd(0). A mechanism involving radical anion formation is proposed. The advantages and limitations of this new system for carbon-carbon homocoupling and cross-coupling are discussed.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_dedup___::df137d42a088a9706e31ff565f23e4ba https://doi.org/10.1002/adsc.200606132 Zobrazit plný text záznamu Plný text