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Issue 44, 2016
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Molecular tectonics: tetracarboxythiacalix[4]arene derivatives as tectons for the formation of hydrogen-bonded networks

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Abstract

A series of thiacalix[4]arene derivatives blocked in the 1,3-alternate conformation and bearing four carboxylic acids have been designed and synthesized. These compounds, owing to the H-bond donor (OH moiety) and acceptor (C[double bond, length as m-dash]O group) nature of the carboxylic acid moieties, behave as self-complementary tectons and lead to the formation of tubular 1D H-bonded networks in the crystalline phase. Upon deprotonation of the self-complementary neutral compounds, i.e. transformation of carboxylic acid moieties into carboxylates, anionic tectons are generated. Due to their propensity to form H-bonded networks in the presence of a dicationic H-bond donor tecton of the cyclic bis-amidinium type, designed to behave as a molecular staple interconnecting two carboxylates moieties, 1- and 2-D H-bonded networks are formed under self-assembly conditions.

Graphical abstract: Molecular tectonics: tetracarboxythiacalix[4]arene derivatives as tectons for the formation of hydrogen-bonded networks

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Publication details

The article was received on 19 Sep 2016, accepted on 06 Oct 2016 and first published on 06 Oct 2016


Article type: Paper
DOI: 10.1039/C6CE02026G
Citation: CrystEngComm, 2016,18, 8622-8630
  • Open access: Creative Commons BY license
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    Molecular tectonics: tetracarboxythiacalix[4]arene derivatives as tectons for the formation of hydrogen-bonded networks

    A. S. Ovsyannikov, M. N. Lang, S. Ferlay, S. E. Solovieva, I. S. Antipin, A. I. Konovalov, N. Kyritsakas and M. W. Hosseini, CrystEngComm, 2016, 18, 8622
    DOI: 10.1039/C6CE02026G

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