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

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 obtaine...

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Main Authors: 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
Format: Article
Language:English
Published: Uralʹskij federalʹnyj universitet imeni pervogo Prezidenta Rossii B.N. Elʹcina 2020-12-01
Series:Chimica Techno Acta
Subjects:
Online Access:https://journals.urfu.ru/index.php/chimtech/article/view/4655
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author 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
author_facet 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
author_sort T. D. Moseev
collection DOAJ
description 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.
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publishDate 2020-12-01
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spelling doaj.art-1034844306454201b1fe4c019ae2e5802022-12-21T18:13:49ZengUralʹskij federalʹnyj universitet imeni pervogo Prezidenta Rossii B.N. ElʹcinaChimica Techno Acta2411-14142020-12-017421522110.15826/chimtech.2020.7.4.143717Synthesis of meso-2,2’-bipyridyl-substituted calix[4]arenes and their response to metal cationsT. D. Moseev0A. F. Khasanov1M. V. Varaksin2D. S. Kopchuk3I. S. Kovalev4O. S. Taniya5M. Rahman6S. Santra7G. V. Zyryanov8O. N. Chupakhin9V. N. Charushin10Ural Federal University, EkaterinburgUral Federal University, Ekaterinburg; I.Ya. Postovsky Institute of Organic Synthesis of RAS, EkaterinburgUral Federal University, Ekaterinburg; I.Ya. Postovsky Institute of Organic Synthesis of RAS, EkaterinburgUral Federal University, Ekaterinburg; I.Ya. Postovsky Institute of Organic Synthesis of RAS, EkaterinburgUral Federal University, EkaterinburgUral Federal University, Ekaterinburg; I.Ya. Postovsky Institute of Organic Synthesis of RAS, EkaterinburgUral Federal University, EkaterinburgUral Federal University, EkaterinburgUral Federal University, Ekaterinburg; I.Ya. Postovsky Institute of Organic Synthesis of RAS, EkaterinburgUral Federal University, Ekaterinburg; I.Ya. Postovsky Institute of Organic Synthesis of RAS, EkaterinburgUral Federal University, Ekaterinburg; I.Ya. Postovsky Institute of Organic Synthesis of RAS, EkaterinburgA 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.https://journals.urfu.ru/index.php/chimtech/article/view/4655calix[4]arene1,2,4-triazinesaza-diels-alder reaction2,2’-bipyridinesvisual cations detection
spellingShingle 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
Synthesis of meso-2,2’-bipyridyl-substituted calix[4]arenes and their response to metal cations
Chimica Techno Acta
calix[4]arene
1,2,4-triazines
aza-diels-alder reaction
2,2’-bipyridines
visual cations detection
title Synthesis of meso-2,2’-bipyridyl-substituted calix[4]arenes and their response to metal cations
title_full Synthesis of meso-2,2’-bipyridyl-substituted calix[4]arenes and their response to metal cations
title_fullStr Synthesis of meso-2,2’-bipyridyl-substituted calix[4]arenes and their response to metal cations
title_full_unstemmed Synthesis of meso-2,2’-bipyridyl-substituted calix[4]arenes and their response to metal cations
title_short Synthesis of meso-2,2’-bipyridyl-substituted calix[4]arenes and their response to metal cations
title_sort synthesis of meso 2 2 bipyridyl substituted calix 4 arenes and their response to metal cations
topic calix[4]arene
1,2,4-triazines
aza-diels-alder reaction
2,2’-bipyridines
visual cations detection
url https://journals.urfu.ru/index.php/chimtech/article/view/4655
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