Zinc Complexes of Piperazinyl-Derived Aminephenolate Ligands: Synthesis, Characterization and Ring–Opening Polymerization Activity

Kerton, Francesca M. and Ikpo, Nduka and Saunders, Lisa N. and Walsh, Jillian L. and Smith, Jennifer M. B. and Dawe, Louise N. (2011) Zinc Complexes of Piperazinyl-Derived Aminephenolate Ligands: Synthesis, Characterization and Ring–Opening Polymerization Activity. European Journal of Inorganic Chemistry, 2011 (35). pp. 5347-5359. ISSN 1099-0682

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Abstract

A series of zinc complexes was prepared from 2(N-piperazinyl-N′-methyl)-2-methylene-4-R′-6-R-phenols ([ONNR′,R]H) [R′= Me, R = tBu, (L1H); R′ = R = tBu, (L2H); R′= R = tAm,{tert-Amyl} (L3H)] and characterized through elemental analysis, 1H and 13C{1H} NMR spectroscopy, and X-ray crystallography. Reaction of ZnEt2 with L1H-L3H gave Zn[ONNtBu,tBu]2 (1) as a monometallic complex and {[μ-ONNR′,R]ZnEt}2 (2-4) as bimetallic species with distorted tetrahedral environments about the Zn centres. Reaction of 3 and 4 with alcohols gave {[ONNtAm,tAm]Zn(μ-OR′′)}2 (5) and (6) bimetallic species with Zn centres bridged by benzyl alkoxide and ethoxide groups, respectively. A morpholinyl derived ligand was also synthesized and characterized (L4H) and its 1:1 stoichiometric reaction with ZnEt2 resulted in complex 7, {[μ-ONOtBu,tBu]ZnEt}2. The reactivity of complexes 2-7 in the ring opening polymerization of rac-lactide and ε-caprolactone was studied. Reactions of carbon dioxide with cyclohexene oxide in the presence of 6 or 7/ROH afforded cyclohexene carbonate.

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