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Supramolecular chirality transformation driven by monodentate ligand binding to a coordinatively unsaturated self-assembly based on C3-symmetric ligands

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Abstract

Monodentate ligand binding is facilitated by supramolecular chirality transformations from propeller-shaped chirality into single-twist chirality by altering the self-assembly of C3-symmetric chiral ligands. The C3-symmetric chiral ligands (ImR3Bz and ImS3Bz) contain three chiral imidazole side arms (ImR and ImS) at the 1,3,5-positions of a central benzene ring. Upon coordination to zinc ions (Zn2+), which have a tetrahedral coordination preference, the C3-symmetric chiral ligands assemble, in a stepwise manner, into a propeller-shaped assembly with a general formula (Im(R or S)3Bz)4(Zn2+)3. In this structure each Zn2+ ion coordinates to the three individual imidazole side arms. The resulting assembly is formally coordinatively unsaturated (coordination number, n = 3) and capable of accepting monodentate co-ligands (imidazole: ImH2) to afford a coordinatively saturated assembly [(ImH2)3(ImR3Bz)4(Zn2+)3]. The preformed propeller-shaped chirality is preserved during this transformation. However, an excess of the monodentate co-ligand (ImH2/Zn2+ molar ratio of ∼1.7) alters the propeller-shaped assembly into a stacked dimer assembly [(ImH2)m(ImR3Bz)2(Zn2+)3] (m = 4–6) with single-twist chirality. This switch alters the degree of enhancement and the circular dichroism (CD) pattern, suggesting a structural transition into a chiral object with a different shape. This architectural chirality transformation presents a new approach to forming dynamic coordination-assemblies, which have transformable geometric chiral structures.

Graphical abstract: Supramolecular chirality transformation driven by monodentate ligand binding to a coordinatively unsaturated self-assembly based on C3-symmetric ligands

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Publication details

The article was received on 24 Jan 2019, accepted on 01 Mar 2019 and first published on 05 Mar 2019


Article type: Edge Article
DOI: 10.1039/C9SC00399A
Citation: Chem. Sci., 2019, Advance Article
  • Open access: Creative Commons BY license
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    Supramolecular chirality transformation driven by monodentate ligand binding to a coordinatively unsaturated self-assembly based on C3-symmetric ligands

    Y. Imai and J. Yuasa, Chem. Sci., 2019, Advance Article , DOI: 10.1039/C9SC00399A

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