Building Triazolated Macrocycles from Bis-Propargylated Calix[4]arenes and Bis-Azidomethylated Azobenzene or Stilbene

Autor: Ivan Lentin, Ilia Korniltsev, Alexander Gorbunov, Dmitry Cheshkov, Stanislav Bezzubov, Vladimir Kovalev, Ivan Vatsouro
Jazyk: angličtina
Rok vydání: 2023
Předmět:
Zdroj: Molbank, Vol 2023, Iss 4, p M1748 (2023)
Druh dokumentu: article
ISSN: 1422-8599
DOI: 10.3390/M1748
Popis: Copper(I)-catalyzed azide-alkyne cycloaddition was employed to construct biscalixarene assemblies from the calix[4]arene dipropargyl ethers and 4,4′-bis-azidomethylated azobenzene or stilbene. Three bis(calixarenes) having the calix[4]arene cores linked to each other by pairs of (E)-azobenzene/stilbene units through four triazole groups were obtained as confirmed by NMR, HRMS and X-ray diffraction data. Nevertheless, the formation of larger macrocycles and polymeric/oligomeric products was found to be the major competing process that seriously limited the applicability of the one-step macrocyclization approach for the construction of photoresponsive biscalixarene assemblies linked by pairs of azobenzene/stilbene units.
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