A Series of Chiral Metal–Organic Frameworks Based on Oxalyl Retro-Peptides: Synthesis, Characterization, Dichroism Spectra, and Gas Adsorption
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Abstract
By synergistic involvement of enantiopure oxalyl retro-peptide ligands and the conformationally flexible ligand 4,4′-bi-3,5-dimethylpyrazole (H2mbpz), four new three-dimensional (3-D) homochiral metal–organic frameworks (MOFs), Cu2(l-OBAla)(H2mbpz)·2H2O (1), Cu2(l-OBVal)(H2mbpz) (2), Cu2(l-OBPhe)(H2mbpz) (3), and [Cu6(l-OBLeu)3(H2mbpz)3 (H2O)2]·7H2O (4) (l-OBAla = N,N′-oxalylbis(l-alanine); l-OBVal = N,N′-oxalylbis(l-valine); l-OBPhe = N,N′-oxalylbis(l-phenylalanine); l-OBLeu = N,N′-oxalylbis(l-leucine)), have been prepared under solothermal conditions. All of these structures contain binuclear subunits in which two copper atoms are coordinated by a single retro-peptide to produce a unique tetracyclic planar rigid moiety. Compounds 1–3 are isostructural. The self-assembly of the binuclear subunits generates two-dimensional (2-D) networks which are further pillared by H2mbpz ligands to give three-dimensional (3-D) frameworks with one-dimensional (1-D) channels. In compound 4, the interaction of the binuclear copper subunits forms an unexpected U-shaped secondary building unit containing six copper atoms, and further linked by H2mbpz ligands to furnish a 3-D architecture. The chiral nature of all compounds was confirmed by solid-state circular dichroism spectroscopy. Gas adsorption experiments indicate the microporous property of compounds 1 and 2. Compound 1 exhibits the highest capability of gas adsorption among the four compounds due to its largest pore volume. Compound 2 reveals selectively adsorption of H2 over N2 as a result of the limited window size.
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