Recyclable and highly active cationic 2,2′-bipyridyl palladium(II) catalyst for Suzuki cross-coupling reaction in water

Suzuki–Miyaura Cross‐Coupling Reactions in Aqueous Media: Green and Sustainable Syntheses of Biaryls

“…[46] The catalyst showed good activity for activated and deactivated aryl bromides at 100 8C using K 2 CO 3 as base. In addition, the recycling of the catalyst was briefly examined in the coupling of phenylboronic acid with 4-bromoacetophenone using K 2 CO 3 as the base and 0.1 mol % of catalyst.…”

A reusable CuSO4 · 5H2O/cationic 2,2′-bipyridyl system catalyzed homocoupling of terminal alkynes in water

“…Chemicals were purchased from commercial suppliers and were used without further purification. The cationic 2,2′‐bipyridyl ligand 1 59, 60 and aromatic terminal alkynes 2b – 2k 61 were prepared according to published procedures. GC analysis was performed on a Shimadzu GC‐14B machine equipped with a fused silica capillary column, and all 1 H and 13 C NMR spectra were recorded in CDCl 3 at 25 °C on a Varian 200 NMR spectrometer.…”

Palladium nanoparticles supported on SiO2by chemical vapor deposition (CVD) technique as efficient catalyst for Suzuki–Miyaura coupling of aryl bromides and iodides: selective coupling of halophenols

“…The reaction represents an attractive alternative over other methods using organometallics because organoboranes are air‐ and moisture‐stable with relatively low toxicity . Since halophenols show relatively low reactivity in the Suzuki–Miyaura reaction, there are only a few methods reported in the literature for synthesis of hydroxyl‐substituted biaryls . 10% Pd/C has been used for this transformation, but the method can only be successfully applied for iodophenols at room temperature.…”

“…The yield of the coupled product for bromophenol is low and the reaction time is long (12 h) and occurs at 50 °C . The use of other catalysts such as Pd(II)/azetidine, Pd/Napht 2.2+ (naphthidine di(radical cation), Pd/NaY zeolite, Pd/PS‐ co ‐PAEMA‐ co ‐PMAA, Pd(II)/cationic 2,2‐bipyridyl, Pd(OAc) 2 /DBU, Pd/Sepiolit, Pd/C, Pd(II)/graphite oxide and Pd/CNT suffers from use of high temperatures (80–150 °C) and usually long reaction times (10–15 h) . In the present work we wish to report the use of supported palladium nanoparticles on plate SiO 2 by a chemical vapor deposition (CVD) technique as an effective and reusable catalyst for the selective Suzuki–Miyaura coupling reactions of iodo‐ and bromophenols with phenyl and 4‐fluorophenylboronic acids in water.…”