One-pot Sonogashira-Hydroarylation reaction catalyzed by anionic palladium complexes in an aqueous medium

被引：0
作者：
Wojcik, E. [1 ]
Dziadas, M. [1 ]
Trzeciak, A. M. [1 ]
机构：
[1] Univ Wroclaw, Fac Chem, 14 F Joliot Curie St, PL-50383 Wroclaw, Poland
来源：
JOURNAL OF ORGANOMETALLIC CHEMISTRY | 2022年 / 962卷
关键词：
Sonogashira reaction; Aqueous medium; Hydroarylation; One-pot reaction; Palladium; Triarylethene; COPPER-FREE; SUZUKI-MIYAURA; COUPLING REACTION; ARYL BROMIDES; ARYLBORONIC ACIDS; ALKYNES; WATER; IODOBENZENE; METHODOLOGY; LIGAND;
D O I：
10.1016/j.jorganchem.2022.122269
中图分类号：
O61 [无机化学];
学科分类号：
070301 ; 081704 ;
摘要：
It was found that anionic Pd(II) complexes of type [CA](2)[PdCl4] and [CA](2)[Pd2Cl6] (CA = imidazolium or pyridinium cation) are effective catalysts for copper-free Sonogashira coupling in an aqueous medium without additional ligands or co-catalysts. Both types of substrates, containing electron donor or electron acceptor groups, formed the corresponding products in good to excellent yield. The most active complex, [bmpy](2)[Pd2Cl6] (bmpy = 1-butyl-4-methylpyridinium cation), was employed to the hydroarylation of the Sonogashira product in a one-pot process, using microwave radiation, NaBPh4 as a phenyl source and water as a proton donor. In these reactions the presence of electron donor substituents facilitated a higher conversion of diarylacetylenes to triarylethenes than electron acceptor groups. (C) 2022 Elsevier B.V. All rights reserved.
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页数：8
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