A reusable polymer supported copper catalyst for the C–N and C–O bond cross-coupling reaction of aryl halides as well as arylboronic acids

Polymer supported copper(II) amine‐imine complexes in the C‐N and A3 coupling reactions

“…Their catalytic activity was improved under base‐free reaction conditions. However, the observed activity was lower than the activity of the other heterogeneous catalysts described previously …”

“…Previously, the groups of Islam and Kantam described the possibility of conducting the C‐N coupling reaction between imidazole and phenylboronic acid under base‐free conditions. We also decided to conduct a series of similar experiments with the Cu(II) complexes developed in our laboratory.…”

“…Boronic acids and their derivatives seem to be the most universal reactant among them due to tolerating a wide variety of functional groups. Presently, not only amines and amides, but also imides, carbamides, carbamates, sulphoamides, and different N‐heterocycles can be used as the reactants being a source of nitrogen nucleophiles in the C‐N coupling reactions with boronic acids or its derivatives. Thanks to this, many valuable compounds used for the production of pharmaceuticals, agrochemicals, polymers and advanced materials can be obtained.…”

“…Different inorganic materials (e.g. fluoroapatite, silica,), organic polymers, including biopolymers (e.g. cellulose, chitosan) were tested as supports for the copper catalysts.…”

“…For instance, Chiang and Olsson were used the polystyrene bearing β‐ketoester groups for the preparation of the polymer‐supported copper catalyst capable of catalysing the cross‐coupling reactions between different N‐ or O‐containing substrates and arylboronic acids . The examples of the polymer supported copper catalysts for the C‐N, C‐O and C‐S cross‐coupling reactions were also described by Islam et al They synthesized the polymer anchored Cu(II) complexes bearing the moieties of glycine and a furfural based Schiff base . The polymer catalysts developed by this group were tested in the C‐N coupling reactions in which aryl iodides, aryl bromides, and boronic acids were used as arylation agents, and anilines, benzylamine, imidazole, phenols and tiophenols as nucleophilic reactants.…”