Recyclable nickel catalysed Suzuki–Miyaura reaction in the presence of polyethyleneimine under phosphine-free conditions in ethylene glycol#

Abstract

In this report, Suzuki-Miyaura coupling reaction was performed in the presence of polyethyleneimine (PEI) as ligand, NiCl 2 ·6H 2 O and K 2 CO 3 in ethylene glycol at 80-100 • C under phosphinefree conditions. By this method, structurally different aryl bromides and iodides were reacted with phenylboronic acid and potassium phenyltrifluoroborate. Under these simple reaction conditions a different biaryl derivatives have been prepared in high to excellent yields. Recycling experiments showed that catalyst can be used as recyclable catalyst in the Suzuki-Miyaura cross-coupling reactions.

RETRACTED ARTICLE: Schiff base transition metal complexes for Suzuki–Miyaura cross-coupling reaction

“…22 Additionally, nickel salt was used for direct reductive cross coupling of aryl halides with phenylboronic acid. 23 Also, copper catalysts for cross-couplings of different organometallic 1484 Rasheeda M Ansari and Badekai Ramachandra Bhat reagents with alkyl, aryl and heteroaryl halides have been studied. 24 There are various examples of activity of Schiff base complexes in homogeneous as well as heterogeneous catalysis.…”

NiCl2·6H2O: an efficient catalyst precursor for phosphine-free Heck and Sonogashira cross-coupling reactions

“…Furthermore, a catalyst system consisting of Ni/triphenylphosphine trisulfonate in ethylene glycol film supported on high surface area silica was reported in heterogenizing the Heck reaction [24]. Numerous subsequent reports have been disclosed on a wide variety of different nickel-catalyzed processes [25][26][27][28][29][30]; nevertheless, in contrast to other cross coupling reactions, the application of nickel catalysts in the Heck-type reaction is rare and requires more investigation.…”