“…The removing of template is achieved simultaneously with the reduction of the imine bonds. As a result, a set of chiral polyaza ligands, useful in various aspect of supramolecular chemistry, have been obtained ,…”
Section: Detailed Look At Polyimine Macrocyclesmentioning
A unique combination of structural flexibility, shape persistency and functionality, makes macrocycles and molecular cages as essential molecular entities that have displayed applications that go beyond chemistry. Among macrocycles, the selectively obtained symmetrical (poly)cyclic polyimines have shown great utility in the design of molecules varied in shape and properties. The reversible and thermodynamically controlled cycloimination reaction is governed by configurational and conformational constraints imposed on the intermediate products, ensures a sufficiently high level of preorganization. The high geometrical control over the macrocycle structure has profound effect on their assembly mode. In this Account, we were interested in showing how the structure of small building blocks affects the structure of macrocyclic product and further, how influenced the association mode of the given macromolecule. The latter is of primarily importance in supramolecular and in material chemistry.
“…The removing of template is achieved simultaneously with the reduction of the imine bonds. As a result, a set of chiral polyaza ligands, useful in various aspect of supramolecular chemistry, have been obtained ,…”
Section: Detailed Look At Polyimine Macrocyclesmentioning
A unique combination of structural flexibility, shape persistency and functionality, makes macrocycles and molecular cages as essential molecular entities that have displayed applications that go beyond chemistry. Among macrocycles, the selectively obtained symmetrical (poly)cyclic polyimines have shown great utility in the design of molecules varied in shape and properties. The reversible and thermodynamically controlled cycloimination reaction is governed by configurational and conformational constraints imposed on the intermediate products, ensures a sufficiently high level of preorganization. The high geometrical control over the macrocycle structure has profound effect on their assembly mode. In this Account, we were interested in showing how the structure of small building blocks affects the structure of macrocyclic product and further, how influenced the association mode of the given macromolecule. The latter is of primarily importance in supramolecular and in material chemistry.
“…In this context, helpful studies have been performed by the research group of J. Lisowski [21] . By using several physical and theoretical methods, such as NMR, X‐ray diffraction and DFT calculations, these authors investigated several DACH‐based lanthanide complexes of macrocycles containing pyridine [21–24] or phenolic rings [25] . They were able to determine the structure of each species (with the corresponding kinetic or thermodynamic stability) in solution and of supramolecular assemblies whose formation is promoted by ion‐pair interactions.…”
In this minireview, we give an overview on the use of the chiral molecule trans‐1,2‐diaminocyclohexane (DACH) in several fields of application. This chiral backbone is present in a variety of metal complexes which are employed in (enantioselective) catalysis, chiral discrimination, molecular recognition and supramolecular chemistry. Metal extraction and biochemical and pharmaceutical applications also use the DACH molecule. This contribution is particularly focused on the interesting chemical‐physical properties discussed so far in the literature concerning lanthanide‐based complexes containing chiral ligands characterized by the presence of DACH in the structure. In particular, the interconnection between luminescence (total and circularly polarized), structure and thermodynamics of Eu(III), Tb(III) and Sm(III) complexes will be discussed also in light of their use as optical or chiroptical probes for the sensing of important analytes dissolved in aprotic and protic polar solvents. Several complexes show potential interest in the solid state as phosphors for light emitting devices or for the detection of volatile organic compounds.
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