Bifunctional catalysts based on 2-amino-1,10-phenanthroline-containing podands for cyclic carbonates synthesis from CO2 and epoxides under mild conditionsстатья
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Дата последнего поиска статьи во внешних источниках: 8 октября 2025 г.
Аннотация:A new series of polytopic ligands based on 1,10-phenanthroline and polyoxadiamines has been synthesized through SNAr amination between 2-chloro-1,10-phenanthroline and diamines of various structures. The obtained podands were investigated as polytopic ligands for potassium and zinc ions in the industrially important reaction of cyclic carbonates synthesis from CO2 and epoxides under mild conditions (p(CO2) = 1 atm., T = 60–80 °C). The advantage of 1,11-diamino-3,6,9-trioxaundecane functionalized by 1,10-phenanthroline units compared to the diamine itself is demonstrated. It is revealed that heteroarylated 1,11-diamino-3,6,9-trioxaundecane can be used as a catalyst in the presence of KI (2 mol.%) with a low loading of the ligand (0.2 mol.%) instead of the usually employed 5–10 mol.% for unfunctionalized podands. Under these reaction conditions mono-substituted cyclic carbonates of various structures have been synthesized in excellent preparative yields ranging from 87 to 99%. Coordination of two Zn(II) ions to both 1,10-phenanthroline moieties has been shown to provide additional enhancement of catalytic activity. The catalysts demonstrate excellent stability and can be reused at least in 6 cycles.