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Bis-calix[4]arene-based podants using the bridge position as a constructive mode of subunit connection

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Abstract

Synthetic pathways for a bridge type connection of two calixarenes by a flexible alkylene chain or a more rigid bistriazole modified connection element of different length are presented. NMR measurements as well as MM calculations point to rather flexible conjugates showing suitable requirements for a potential formation of inclusion complexes with neutral and anionic guests of appropriate size.

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Notes

  1. Calculated by means of combinational analysis, 10 conformations (n) of 2 individual chalices (c): [(n + c − 1)!/(n − 1!) ⋅c!].

  2. First NMR-titrations of 17 with TBAX (X = F, Cl, Br, I) show lowfield shifts of aromatic triazole protons indicative for halide ion complexation. Further studies are owing.

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Acknowledgments

ADDE (Cluster of Excellence “Structure Design of Novel High-Performance Materials via Atomic Design and Defect Engineering”) is acknowledged for founding of the modelling software.

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  1. Institut für Organische Chemie, TU Bergakademie Freiberg, Leipziger Str. 29, 09596, Freiberg, Sachsen, Germany

    Conrad Fischer & Edwin Weber

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  1. Conrad Fischer
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  2. Edwin Weber
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Correspondence to Conrad Fischer.

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Fischer, C., Weber, E. Bis-calix[4]arene-based podants using the bridge position as a constructive mode of subunit connection. J Incl Phenom Macrocycl Chem 79, 151–160 (2014). https://doi.org/10.1007/s10847-013-0338-6

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  • DOI: https://doi.org/10.1007/s10847-013-0338-6

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