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Synthesis and structural features of new calix[4]resorcinols with anthracene- and pyrene-ended isoxazole-containing fragments

Irina Rafaelevna Mironova (Knyazeva) 1
Irina Rafaelevna Mironova (Knyazeva)
, 
Nikita Pavlovich Romashov 2
Nikita Pavlovich Romashov
, 
Victor Vasil'evich Syakaev 1
Victor Vasil'evich Syakaev
, 
Daria Pavlovna Gerasimova 1
Daria Pavlovna Gerasimova
, 
Olga Aleksandrovna Lodochnikova 1
Olga Aleksandrovna Lodochnikova
, 
Alexander Romanovich Burilov 1
Alexander Romanovich Burilov
1 A.E. Arbuzov Institute of Organic and Physical Chemistry, FRC Kazan Scientific Center of the Russian Academy of Sciences, Kazan, Russian Federation
2 Kazan National Research Technological University, Kazan, Russian Federation
10.1016/j.mencom.2024.04.025
Published 2024-04-22
Communication , Volume 34, Issue 3, 392-395
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Mironova (Knyazeva) I. R. et al. Synthesis and structural features of new calix[4]resorcinols with anthracene- and pyrene-ended isoxazole-containing fragments // Mendeleev Communications. 2024. Vol. 34. No. 3. pp. 392-395.
GOST all authors (up to 50) Copy
Mironova (Knyazeva) I. R., Romashov N. P., Syakaev V. V., Gerasimova D. P., Lodochnikova O. A., Burilov A. R. Synthesis and structural features of new calix[4]resorcinols with anthracene- and pyrene-ended isoxazole-containing fragments // Mendeleev Communications. 2024. Vol. 34. No. 3. pp. 392-395.
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TY - JOUR
DO - 10.1016/j.mencom.2024.04.025
UR - https://mendcomm.colab.ws/publications/10.1016/j.mencom.2024.04.025
TI - Synthesis and structural features of new calix[4]resorcinols with anthracene- and pyrene-ended isoxazole-containing fragments
T2 - Mendeleev Communications
AU - Mironova (Knyazeva), Irina Rafaelevna
AU - Romashov, Nikita Pavlovich
AU - Syakaev, Victor Vasil'evich
AU - Gerasimova, Daria Pavlovna
AU - Lodochnikova, Olga Aleksandrovna
AU - Burilov, Alexander Romanovich
PY - 2024
DA - 2024/04/22
PB - Mendeleev Communications
SP - 392-395
IS - 3
VL - 34
ER -
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@article{2024_Mironova (Knyazeva),
author = {Irina Rafaelevna Mironova (Knyazeva) and Nikita Pavlovich Romashov and Victor Vasil'evich Syakaev and Daria Pavlovna Gerasimova and Olga Aleksandrovna Lodochnikova and Alexander Romanovich Burilov},
title = {Synthesis and structural features of new calix[4]resorcinols with anthracene- and pyrene-ended isoxazole-containing fragments},
journal = {Mendeleev Communications},
year = {2024},
volume = {34},
publisher = {Mendeleev Communications},
month = {Apr},
url = {https://mendcomm.colab.ws/publications/10.1016/j.mencom.2024.04.025},
number = {3},
pages = {392--395},
doi = {10.1016/j.mencom.2024.04.025}
}
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Mironova (Knyazeva), Irina Rafaelevna, et al. “Synthesis and structural features of new calix[4]resorcinols with anthracene- and pyrene-ended isoxazole-containing fragments.” Mendeleev Communications, vol. 34, no. 3, Apr. 2024, pp. 392-395. https://mendcomm.colab.ws/publications/10.1016/j.mencom.2024.04.025.

Keywords

anthracene
calix[4]resorcinols
condensation
diastereoisomer.
isoxazole
pyrene

Abstract

Reactions between 4-(propargyloxy)benzaldehyde with anthracene-9-carbaldehyde oxime or pyrene-1-carbaldehyde oxime in the presence of chloramine T in ethanol lead to new isoxazole-containing derivatives of benzaldehyde. The subsequent acid-catalyzed condensation of these compounds with 2-methylresorcinol in chloroform/trifluoroacetic acid mixtures affords novel calix[4]resorcinols with anthaceneand pyrene-ended isoxazole-containing fragments as all-cis (rccc) and cis-trans-trans (rctt) diastereoisomers, their ratios being dependent on the CF3CO2H percentage in the medium. The crystal structures of pyrene-ended isoxazole-containing benzaldehyde and corresponding calix[4]resorcinol rctt isomer have been established by single crystal X-ray diffraction.

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