A Pronounced Anionic Effect in the Pd-Catalyzed Buchwald–Hartwig Amination Reaction Revealed in Phosphonium Salt Ionic Liquids

Autor:	Timothy P. Bender, Sreedhar Cheekoori, James McNulty, Jennifer A. Coggan
Rok vydání:	2007
Předmět:	Ligand Aryl Organic Chemistry Phosphonium salt General Medicine Buchwald–Hartwig amination chemistry.chemical_compound chemistry Nucleophile Ionic liquid Polymer chemistry Organic chemistry Phosphonium Physical and Theoretical Chemistry Amination
Zdroj:	European Journal of Organic Chemistry. 2007:1423-1428
ISSN:	1099-0690 1434-193X
Popis:	The Pd-mediated Buchwald–Hartwig amination reaction of aryl halides in a phosphonium salt ionic liquid consisting of a trihexyl(tetradecyl)phosphonium cation with a range of anions has been investigated. A pronounced anionic effect was uncovered with the reaction proceeding readily with weakly nucleophilic diarylamines only in the presence of noncoordinating anions. A mechanism is postulated to explain these results and it involves a rate-limiting ligand exchange step that proceeds through a dissociative pathway.(© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2007)
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_dedup___::0918cc1c7d8d91897954b18ebfa2763f https://doi.org/10.1002/ejoc.200700005 Zobrazit plný text záznamu Plný text