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Efficient synthesis of calix[4]resorcinol rccc diastereoisomers using high amount of trifluoroacetic acid in the chloroform medium

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.2023.10.035
Published 2023-10-18
Communication , Volume 33, Issue 6, 844-846
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Mironova (Knyazeva) I. R. et al. Efficient synthesis of calix[4]resorcinol rccc diastereoisomers using high amount of trifluoroacetic acid in the chloroform medium // Mendeleev Communications. 2023. Vol. 33. No. 6. pp. 844-846.
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. Efficient synthesis of calix[4]resorcinol rccc diastereoisomers using high amount of trifluoroacetic acid in the chloroform medium // Mendeleev Communications. 2023. Vol. 33. No. 6. pp. 844-846.
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TY - JOUR
DO - 10.1016/j.mencom.2023.10.035
UR - https://mendcomm.colab.ws/publications/10.1016/j.mencom.2023.10.035
TI - Efficient synthesis of calix[4]resorcinol rccc diastereoisomers using high amount of trifluoroacetic acid in the chloroform medium
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 - 2023
DA - 2023/10/18
PB - Mendeleev Communications
SP - 844-846
IS - 6
VL - 33
ER -
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@article{2023_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 = {Efficient synthesis of calix[4]resorcinol rccc diastereoisomers using high amount of trifluoroacetic acid in the chloroform medium},
journal = {Mendeleev Communications},
year = {2023},
volume = {33},
publisher = {Mendeleev Communications},
month = {Oct},
url = {https://mendcomm.colab.ws/publications/10.1016/j.mencom.2023.10.035},
number = {6},
pages = {844--846},
doi = {10.1016/j.mencom.2023.10.035}
}
MLA
Cite this
MLA Copy
Mironova (Knyazeva), Irina Rafaelevna, et al. “Efficient synthesis of calix[4]resorcinol rccc diastereoisomers using high amount of trifluoroacetic acid in the chloroform medium.” Mendeleev Communications, vol. 33, no. 6, Oct. 2023, pp. 844-846. https://mendcomm.colab.ws/publications/10.1016/j.mencom.2023.10.035.

Keywords

calix[4]resorcinols
condensation
conformation
rccc diastereoisomer
rctt diastereoisomer.

Abstract

The use of excess of trifluoroacetic acid in chloroform (1 : 1, v/v) in a one-pot acid-catalyzed cyclocondensation of functionalized benzaldehydes with 2-methylresorcinol significantly improves the yield of calix[4]resorcinol rccc diastereoisomers compared to rctt ones. The fraction and yield of the rccc isomers sometimes approach 100% along with shortening the reaction time. The structure of new rccc diastereoisomer of chlorine-containing calix[4]resorcinol has been established by single crystal X-ray diffraction.

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