Mendeleev Communications
,  volume 33 ,  issue 3 ,  pages 397-400

New calix[4]resorcinol rccc diastereoisomer with terminal triple bonds: Synthesis, structural features and reactions

Publication type: Journal Article
Publication date: 2023-05-19
scimago Q3
wos Q3
SJR: 0.305
CiteScore: 3.0
Impact factor: 1.7
ISSN: 09599436, 1364551X
General Chemistry
Abstract
One-pot acid-catalyzed cyclocondensation of 2-methyl-resorcinol with 4-(propargyloxy)benzaldehyde in CHCl3/CF3CO2H media affords all-cis (rccc) and/or cis-trans-trans (rctt) calix[4]resorcinol diastereomers bearing four terminal alkyne groups at aromatic substituents, the isomer ratio and yield being dependent on the CHCl3/CF3CO2H ratio. The rctt isomer (kinetic control product) can be converted to thermodynamically more stable rccc isomer at prolonged refluxing in CHCl3/CF3CO2H mixture. The rccc diastereomer was subjected to additional propargylation followed by the click reactions with benzylic azides to afford new highly triazolated calix[4]resorcinols.
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Knyazeva I. R. et al. New calix[4]resorcinol rccc diastereoisomer with terminal triple bonds: Synthesis, structural features and reactions // Mendeleev Communications. 2023. Vol. 33. No. 3. pp. 397-400.
GOST all authors (up to 50) Copy
Knyazeva I. R., Syakaev V. V., Habicher W. D., Burilov A. R. New calix[4]resorcinol rccc diastereoisomer with terminal triple bonds: Synthesis, structural features and reactions // Mendeleev Communications. 2023. Vol. 33. No. 3. pp. 397-400.
RIS |
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RIS Copy
TY - JOUR
DO - 10.1016/j.mencom.2023.04.031
UR - https://doi.org/10.1016/j.mencom.2023.04.031
TI - New calix[4]resorcinol rccc diastereoisomer with terminal triple bonds: Synthesis, structural features and reactions
T2 - Mendeleev Communications
AU - Knyazeva, Irina R.
AU - Syakaev, Victor V.
AU - Habicher, Wolf D.
AU - Burilov, Alexander R.
PY - 2023
DA - 2023/05/19
PB - OOO Zhurnal "Mendeleevskie Soobshcheniya"
SP - 397-400
IS - 3
VL - 33
SN - 0959-9436
SN - 1364-551X
ER -
BibTex |
Cite this
BibTex (up to 50 authors) Copy
@article{2023_Knyazeva,
author = {Irina R. Knyazeva and Victor V. Syakaev and Wolf D. Habicher and Alexander R. Burilov},
title = {New calix[4]resorcinol rccc diastereoisomer with terminal triple bonds: Synthesis, structural features and reactions},
journal = {Mendeleev Communications},
year = {2023},
volume = {33},
publisher = {OOO Zhurnal "Mendeleevskie Soobshcheniya"},
month = {may},
url = {https://doi.org/10.1016/j.mencom.2023.04.031},
number = {3},
pages = {397--400},
doi = {10.1016/j.mencom.2023.04.031}
}
MLA
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Knyazeva, Irina R., et al. “New calix[4]resorcinol rccc diastereoisomer with terminal triple bonds: Synthesis, structural features and reactions.” Mendeleev Communications, vol. 33, no. 3, May. 2023, pp. 397-400. https://doi.org/10.1016/j.mencom.2023.04.031.