Heterogenization of a Molecular Ni Catalyst within a Porous Macroligand for the Direct C–H Arylation of Heteroarenes

Direct C–H functionalization catalyzed by a robust and recyclable heterogeneous catalyst is highly desirable for sustainable fine chemical synthesis. Bipyridine units covalently incorporated into the backbone of porous organic polymer were used as macroligand heterogenization molecular nickel catalyst. A controlled loading within achieved, coordination to bipyridine (bpy) sites assessed at level using IR solid-state NMR spectroscopy. The heterogenized Ni-bpy was successfully applied direct fully selective C2 arylation benzothiophenes, thiophene, selenophene, well free NH-indole. Recyclability achieved employing hydride activators reach cumulative turnover number more than 300 after seven cycles catalysis, which corresponds total productivity 12 g 2-phenylbenzothiophene, chosen model target biaryl, per gram