Palladium (II)–Salan Complexes as Catalysts for Suzuki–Miyaura C–C Cross-Coupling in Water and Air. Effect of the Various Bridging Units within the Diamine Moieties on the Catalytic Performance

Water-soluble salan ligands were synthesized by hydrogenation and subsequent sulfonation of salens (<i>N</i>,<i>N</i>’-<i>bis</i>(slicylidene)ethylenediamine and analogues) with various bridging units (linkers) connecting the nitrogen atoms. Pd (II) complexes were...

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書目詳細資料
發表在:Molecules
Main Authors: Szilvia Bunda, Krisztina Voronova, Ágnes Kathó, Antal Udvardy, Ferenc Joó
格式: Article
語言:英语
出版: MDPI AG 2020-09-01
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在線閱讀:https://www.mdpi.com/1420-3049/25/17/3993
實物特徵
總結:Water-soluble salan ligands were synthesized by hydrogenation and subsequent sulfonation of salens (<i>N</i>,<i>N</i>’-<i>bis</i>(slicylidene)ethylenediamine and analogues) with various bridging units (linkers) connecting the nitrogen atoms. Pd (II) complexes were obtained in reactions of sulfosalans and [PdCl<sub>4</sub>]<sup>2−</sup>. Characterization of the ligands and complexes included extensive X-ray diffraction studies, too. The Pd (II) complexes proved highly active catalysts of the Suzuki–Miyaura reaction of aryl halides and arylboronic acid derivatives at 80 °C in water and air. A comparative study of the Pd (II)–sulfosalan catalysts showed that the catalytic activity largely increased with increasing linker length and with increasing steric congestion around the N donor atoms of the ligands; the highest specific activity was 40,000 (mol substrate) (mol catalyst × h)<sup>−1</sup>. The substrate scope was explored with the use of the two most active catalysts, containing 1,4-butylene and 1,2-diphenylethylene linkers, respectively.
ISSN:1420-3049