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2020
DOI: 10.1021/jacs.0c07131
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Dynamic Covalent Self-Sorting and Kinetic Switching Processes in Two Cyclic Orders: Macrocycles and Macrobicyclic Cages

Abstract: Dynamic covalent component self-sorting processes have been investigated for constituents of dif ferent cyclic orders, macrocycles and macrobicyclic cages based on multiple reversible imine formation. The progressive assembly of the final structures from dialdehyde and polyamine components involved the generation of kinetic products and mixtures of intermediates which underwent component selection and self-correction to generate the final thermodynamic constituents. Importantly, constitutional dynamic networks… Show more

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Cited by 38 publications
(25 citation statements)
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References 69 publications
(20 reference statements)
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“…Syntheses and characterizations of the investigated cages (see 1-4 in Figure 1) have been already reported [34,36,37,52]. For this work, Fura, m-xy, p-xy, and diphen were obtained following the procedure recently described by Lehn et al [34], using acetonitrile as the solvent for the synthesis.…”
Section: Syntheses and Characterization Of Cages 1-4mentioning
confidence: 93%
“…Syntheses and characterizations of the investigated cages (see 1-4 in Figure 1) have been already reported [34,36,37,52]. For this work, Fura, m-xy, p-xy, and diphen were obtained following the procedure recently described by Lehn et al [34], using acetonitrile as the solvent for the synthesis.…”
Section: Syntheses and Characterization Of Cages 1-4mentioning
confidence: 93%
“…metal organic complex | highly twisted metallacycle | self-assembly W eak intermolecular interactions play an essential role in the construction of well-defined hierarchical architectures with high complexity and functionality (1)(2)(3)(4). In nature, a complex interplay of units forms highly organized suprastructures (5).…”
mentioning
confidence: 99%
“…[ 19–21 ] Indeed, diverse studies applied synthetic molecular assemblies [ 22,23 ] and supramolecular systems to assemble dynamic networks [ 24–27 ] that mimic the functions of native systems. Dynamic assemblies revealing adaptive and hierarchically‐adaptive properties in response to auxiliary triggers [ 27–29 ] resulting in dictated structures [ 30–32 ] were demonstrated. Different stimuli, such as light, [ 33–34 ] temperature, [ 35 ] pH, [ 35 ] electrical field, [ 36 ] metal ions, [ 37–38 ] and supramolecular H‐bonds [ 39 ] were used to trigger synthetic networks, and diverse applications of such dynamic systems were suggested, including the dynamic formation of programmed structures, [ 40–42 ] temporal emergence and depletion of catalysts [ 43,44 ] or dictated material functions, such as hydrogels of controlled stiffness and porosity for controlled drug release.…”
Section: Introductionmentioning
confidence: 99%