Effective bimetallic composite catalysts for the synthesis of arylated furans and thiophenes in aqueous media

[Figure not available: see fulltext.] N-(4,6-Dimethylpyrimidin-2-yl)-5-phenylisoxazole-3-carboxamide was used as a ligand for obtaining bimetallic boron-containing heterogeneous catalysts Pd–Ni(Co)–B–L (Ni(Co):Pd = 9:1). The obtained composites were highly active as catalysts of Suzuki reaction in aqueous media, allowing to develop convenient methods for the synthesis of heterobiaryls containing furyl and thienyl rings. © 2019, Springer Science+Business Media, LLC, part of Springer Nature

НОВЫЕ ПОЛИАЗОТИСТЫЕ ЛИГАНДЫ ДЛЯ КОМПЛЕКСОВ ПАЛЛАДИЯ: СИНТЕЗ, ИСПОЛЬЗОВАНИЕ В КАТАЛИЗЕ

Approaches for the preparation of azanediyl-bisisoxazolyl (isothiazolyl) carboxamides and bis(azolyl)carboxamides - new poly-nitrogenous ligands of the chelating type - have been developed. It was shown that they are capable to form palladium complexes, interesting for research as cross-coupling reactions catalysts.Разработаны подходы к получению азанедиил-бисизоксазолил (изотиазолил)карбоксамидов и бис(азолил)карбоксамидов - новых полиазотистых лигандов хелатирующиего типа. Показано, что они способны образовывать комплексы с палладием, представляющие интерес для исследования в качестве катализаторов реакций кросс-сочетания

Mimics of Pincer Ligands: An Accessible Phosphine-Free N-(Pyrimidin-2-yl)-1,2-azole-3-carboxamide Framework for Binuclear Pd(II) Complexes and High-Turnover Catalysis in Water

We report for the first time cyclic phosphine-free "head to tail"N,N,N pincer-like (pincer complexes mimicking) N-(pyrimidin-2-yl)-1,2-azole-3-carboxamide Pd(II) complexes with deprotonated amide groups as high-turnover catalysts (TON up to 106, TOF up to 1.2 × 107 h-1) for cross-coupling reactions on the background of up to quantitative yields under Green Chemistry conditions. The potency of the described catalyst family representatives was demonstrated in Suzuki-Miyaura, Mizoroki-Heck, and Sonogashira reactions on industrially practical examples. Corresponding ligands could be synthesized based on readily available reagents through simple chemical transformations. Within the complex structures, a highly unusual 1,3,5,7-tetraza-2,6-dipalladocane frame could be observed. © 2020 American Chemical Society