Journal
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
Volume 2021, Issue 19, Pages 2764-2771Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/ejoc.202100409
Keywords
Carbon dioxide fixation; Cyclic carbonates; Cycloaddition; Pyridine containing macrocyclic ligands; Zinc complexes
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The reaction between epoxides and CO2 to yield cyclic carbonates is efficiently promoted under solvent-free and relatively mild reaction conditions by zinc(II) complexes of pyridine containing macrocyclic ligands. The remarkable stability of the catalytic system has been demonstrated by a series of consecutive runs, and the use of cyclic carbonates as solvents has been successfully investigated when solvent-free conditions were not possible.
The reaction between epoxides and CO2 to yield cyclic carbonates is efficiently promoted under solvent-free and relatively mild reaction conditions (0.5 mol % catalyst loading, 0.8 MPa, 125 degrees C) by zinc(II) complexes of pyridine containing macrocyclic ligands (Pc-L pyridinophanes). The zinc complexes have been fully characterized, including X-ray structural determination. The [Zn(II)X(Pc-L)]X complexes showed good solubility in several polar solvents, including cyclic carbonates. The scope of the reaction under solvent-free conditions has been studied and good to quantitative conversions with excellent selectivities have been obtained, starting from terminal epoxides. When solvent-free conditions were not possible (solid epoxides or low solubility of the catalyst in the oxirane) the use of cyclic carbonates as solvents has been successfully investigated. The remarkable stability of the catalytic system has been demonstrated by a series of consecutive runs.
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