Journal Articles Chemistry - A European Journal Year : 2016

N-Substituted Azacalixphyrins: Synthesis, Properties, and Self-Assembly

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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Dates and versions

hal-01459072 , version 1 (05-02-2020)

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Zhongrui Chen, Rose Haddoub, Jerome Mahe, Gabriel Marchand, Denis Jacquemin, et al.. N-Substituted Azacalixphyrins: Synthesis, Properties, and Self-Assembly. Chemistry - A European Journal, 2016, 22 (49), pp.17820-17832. ⟨10.1002/chem.201602288⟩. ⟨hal-01459072⟩
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