Graphical Abstract

Synthesis of meso-2,2’-bipyridyl-substituted calix[4]arenes and their response to metal cations

T. D. Moseev, A. F. Khasanov, M. V. Varaksin, D. S. Kopchuk, I. S. Kovalev, O. S. Taniya, M. Rahman, S. Santra, G. V. Zyryanov, O. N. Chupakhin, V. N. Charushin

Abstract


A convenient synthetic approach to meso-substituted with 2,2’-bipyridine and 1-(pyridin-2-yl)isoquinoline residues calix[4]arenes is reported. This approach involves the reaction of generated in situ 2-lithio-calix[4]arene with 1,2,4-triazine precursor with the following aromatization of the obtained adduct, and the aza-Diels-Alder reaction of the 1,2,4-triazinyl-substituted calix[4]arene with 2,5-norbornadien or in-situ generated 1,2-dehydrobenzene. The UV/fluorescence response of thus obtained meso-pyridyl-substituted calix[4]arenes to metal cations is studied.


Keywords


calix[4]arene; 1,2,4-triazines; aza-Diels-Alder reaction; 2,2’-bipyridines; visual cations detection

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References


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DOI: https://doi.org/10.15826/chimtech.2020.7.4.14

Copyright (c) 2020 Moseev T.D., Khasanov A.F., Varaksin M.V., Kopchuk D.S., Kovalev I.S., Taniya O.S., Rahman M., Santra S., Zyryanov G.V., Chupakhin O.N., Charushin V.N.

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Chimica Techno Acta, 2014-2021
ISSN 2411-1414 (Online)