A self-assembled bisoxazoline/Pd composite microsphere as an excellent catalyst for Suzuki–Miyaura coupling reactions

Abstract

A palladium complex based on a novel oxazoline, a solid microsphere catalyst, was successfully prepared. The structure and composition of the solid catalyst were characterized by SEM, 1 H NMR, TGA and FT-IR. This catalyst exhibits high catalytic activity for Suzuki-Miyaura cross-coupling reactions of various aryl halides and arylboronic acids in aqueous media. Moreover, the catalyst shows outstanding stability and reusability, and it can be recovered simply and effectively and reused eight times without any activity decrease. Scheme 1 The principle of self-assembled catalysis. † Electronic supplementary information (ESI) available. See

A catalytic system with high efficiency and recyclability based on Suzuki and Heck reaction in aqueous admicellar medium

“…To our delight, the reaction proceeded smoothly by adding PEG‐400 and DMF to H 2 O (Table S1, entries 10–15 ). This result was in accordance with our previous work . Even if the amount of PEG‐400 and DMF decreased from 1/1 to 1/10 the reaction was still proceeded smoothly.…”

“…Meanwhile, the replacing dangerous, and expensive organic solvents with water are an important subject from a different perspective. In recent years, water has been applied to an array of organic reactions because it is a safe, abundant and a green reaction medium . To realize the high catalytic performance in water, a method by adding phase‐transfer agents have been reported .…”

The β‐cyclodextrin decorated with palladium nanoparticles without pretreatment: An efficient heterogeneous catalyst for biaryls synthesis

“…In the FT‐IR spectrum of PdNPs@β‐CD, the appearance of the characteristic band of β‐CD in 1600 region confirms the presence of β‐CD clearly in the final catalyst . Also, the band shift from 1647 cm −1 (in β‐CD) to 1636 cm −1 in PdNPs@β‐CD revealed the coordination of Pd NPs to β‐CD …”

Coordination-polymer anchored single-site ‘Pd-NHC’ catalyst for Suzuki-Miyaura coupling in water

“…Next, to demonstrate the versatility of the catalytic system for the SMC reaction, we tested substituted boronic acids, bearing either electron-donating or electron withdrawing groups, such as -OMe, -CN, -Me, which also provided the corresponding products selectively in good to excellent yields within 8 h. The activity of the Ru-CP-Pd catalyst was comparable to similar but non-CP-based heterogenized Pd-NHC catalysts reported in literature. [27][28][29][30][31] The catalyst was not free of limitation. For example, with heteroaryl bromide, such as 2-bromopyridine, the yield of the coupling product was only 20%.…”