Dynamic multicomponent hemiaminal assembly |
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Authors: | You Lei Long S Reid Lynch Vincent M Anslyn Eric V |
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Institution: | Department of Chemistry and Biochemistry, The University of Texas at Austin, Austin, TX 78712, USA. |
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Abstract: | A simple approach to generating in situ metal-templated tris-(2-picolyl)amine-like multicomponent assemblies with potential applications in molecular recognition and sensing is reported. The assembly is based on the reversible covalent association between di-(2-picolyl)amine and aldehydes. Zinc ion is best for inducing assembly among the metal salts investigated, whereas 2-picolinaldehyde is the best among the heterocyclic aldehydes studied. Although an equilibrium constant of 6.6×10(3) M(-1) was measured for the assembly formed by 2-picolinaldehdye, di-(2-picolyl)amine, and zinc triflate, the equilibrium constants for other systems are in the 10(2) M(-1) range. X-ray structural analysis revealed that zinc adopts trigonal-bipyramidal geometry within the assembled ligand. The diversity and equilibrium of the assemblies are readily altered by simply changing concentrations, varying components, or adding counteranions. |
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Keywords: | aldehydes component exchange combinatorial chemistry multicomponent assembly X‐ray diffraction zinc |
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