AI Article Synopsis

  • * A detailed step-by-step synthetic method reveals how the N-substituents affect the reactivity of the chemical precursors and intermediates involved.
  • * Experimental and theoretical studies show that the properties of the resulting macrocycles vary based on their substitution patterns, with some leading to the formation of unique ribbon-like supramolecular structures.

Article Abstract

Pre- and postintroduction of substituents with respect to the macrocyclization step leads to previously unknown N-substituted azacalixphyrins. The stepwise synthetic approach has been studied in detail to highlight the key role of the N-substituents of the precursors and/or intermediates in terms of reactivity. Based on a combined experimental and theoretical investigation, the relationship between the properties of the macrocycles and their degree of substitution is rationalized. Depending on the nature of the N-substituents, the formation of supramolecular ribbon-like structures could also be observed, as demonstrated by combined TEM, SEM, AFM, and FTIR experiments.

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http://dx.doi.org/10.1002/chem.201602288DOI Listing

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Article Synopsis
  • * A detailed step-by-step synthetic method reveals how the N-substituents affect the reactivity of the chemical precursors and intermediates involved.
  • * Experimental and theoretical studies show that the properties of the resulting macrocycles vary based on their substitution patterns, with some leading to the formation of unique ribbon-like supramolecular structures.
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