Issue 11, 2021
From the journal:

RSC Advances

Meso-functionalization of calix[4]arene with 1,3,7-triazapyrene in the design of novel fluorophores with the dual target detection of Al3+ and Fe3+ cations†

Timofey D. Moseev, ORCID logo a   Igor A. Lavrinchenko,a   Mikhail V. Varaksin, ORCID logo *ab   Diana Yu. Pobedinskaya,c   Oleg P. Demidov,c   Ivan V. Borovlev,c   Valery N. Charushinab  and  Oleg N. Chupakhin ORCID logo *ab  

* Corresponding authors

a Ural Federal University, 19 Mira Str., 620002 Ekaterinburg, Russia
E-mail: m.v.varaksin@urfu.ru

b Institute of Organic Synthesis, Ural Branch of the Russian Academy of Sciences, 22 S. Kovalevskaya Str., 620990 Ekaterinburg, Russia
E-mail: chupakhin@ios.uran.ru

c North Caucasus Federal University, 1 Pushkin Str., 355009 Stavropol, Russia

Abstract

A meso-functionalization strategy has successfully been applied to the synthesis of novel 1,3,7-triazapyrene derivatives of calixarenes. The key synthetic step in these transformations providing the direct C–C bond formation is nucleophilic substitution of hydrogen (SNH) in 1,3,7-triazapyrene. General photophysical characteristics for these macrocyclic compounds, as well as features in emission properties upon addition of various metal cations have been elaborated. Studies using NMR spectroscopy have also shown a mutual effect of both calix[4]arene and 1,3,7-triazapyrene moieties on the coordination process. The complex stoichiometry and binding constants for Al3+ and Fe3+ guests have been explored with titration experiments.

Graphical abstract: Meso-functionalization of calix[4]arene with 1,3,7-triazapyrene in the design of novel fluorophores with the dual target detection of Al3+ and Fe3+ cations

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Article information

DOI
https://doi.org/10.1039/D0RA10605D
Article type
Paper
Submitted
17 Dec 2020
Accepted
23 Jan 2021
First published
04 Feb 2021
This article is Open Access
Creative Commons BY license

RSC Adv., 2021,11, 6407-6414

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Meso-functionalization of calix[4]arene with 1,3,7-triazapyrene in the design of novel fluorophores with the dual target detection of Al3+ and Fe3+ cations

T. D. Moseev, I. A. Lavrinchenko, M. V. Varaksin, D. Yu. Pobedinskaya, O. P. Demidov, I. V. Borovlev, V. N. Charushin and O. N. Chupakhin, RSC Adv., 2021, 11, 6407 DOI: 10.1039/D0RA10605D

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