Regioselective synthesis of 1,2,3-triazolyl derivatives of calix[4]arenes based on 1,3-dipolar cycloaddition

V. A. Burilov, N. A. Epifanova, E. V. Popova, S. F. Vasilevsky, S. E. Solovieva, I. S. Antipin, A. I. Konovalov

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5 Citations (Scopus)

Abstract

Regioselective synthesis of 1,2,3-triazolyl derivatives of calix[4]arenes based on the 1,3-dipolar cycloaddition of substituted benzyl azides to tetra(propargyloxy)calix[4]arenes in the presence of copper iodide was carried out. The presence of the p-methoxybenzyl substituent in the triazole ring leads to a dramatic (more than tenfold) increase in the fluorescence of the corresponding macrocycle in a region of 290-310 nm.

Original languageEnglish
Pages (from-to)767-772
Number of pages6
JournalRussian Chemical Bulletin
Volume62
Issue number3
DOIs
Publication statusPublished - 1 Mar 2013
Externally publishedYes

Keywords

  • 1,2,3-triazoles
  • 1,3-dipolar cycloaddition
  • benzyl azides
  • calix[4]arenes
  • fluorescence

ASJC Scopus subject areas

  • Chemistry(all)

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    Burilov, V. A., Epifanova, N. A., Popova, E. V., Vasilevsky, S. F., Solovieva, S. E., Antipin, I. S., & Konovalov, A. I. (2013). Regioselective synthesis of 1,2,3-triazolyl derivatives of calix[4]arenes based on 1,3-dipolar cycloaddition. Russian Chemical Bulletin, 62(3), 767-772. https://doi.org/10.1007/s11172-013-0104-3