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

Research output: Contribution to journal › Article

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 language	English
Pages (from-to)	767-772
Number of pages	6
Journal	Russian Chemical Bulletin
Volume	62
Issue number	3
DOIs	https://doi.org/10.1007/s11172-013-0104-3
Publication status	Published - 1 Mar 2013
Externally published	Yes

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Keywords

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

ASJC Scopus subject areas

Chemistry(all)

Cite this

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

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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.",

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

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AU - Burilov, V. A.

AU - Epifanova, N. A.

AU - Popova, E. V.

AU - Vasilevsky, S. F.

AU - Solovieva, S. E.

AU - Antipin, I. S.

AU - Konovalov, A. I.

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AB - 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.

KW - 1,2,3-triazoles

KW - 1,3-dipolar cycloaddition

KW - benzyl azides

KW - calix[4]arenes

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Access to Document

10.1007/s11172-013-0104-3