Synthesis of rccc- and rctt-diastereoisomers of novel triazole-containing calix[4]resorcinols
Publication type: Journal Article
Publication date: 2018-04-01
scimago Q3
wos Q3
SJR: 0.334
CiteScore: 3.2
Impact factor: 1.5
ISSN: 00404039, 18733581
Organic Chemistry
Drug Discovery
Biochemistry
Abstract
Novel calix[4]resorcinols containing four triazole fragments on the aromatic substituents of the calixarene framework were synthesized via a one-step condensation of resorcinol and its derivatives with 4-(1-benzyl-1H-[1,2,3]triazol-4-ylmethoxy)benzaldehyde. The macrocyclic products are rctt- and/or rccc-isomers, which were isolated and characterized by NMR and single crystal X-ray diffraction studies. The same products were also prepared via the click-reaction of benzyl azide with previously synthesized calix[4]resorcinols containing four alkyne terminal groups on the aromatic substituents. In this case, only rctt-diastereomers of the corresponding calixarenes were isolated, which is governed by conformational features of the starting macrocycles.
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Knyazeva I. R. et al. Synthesis of rccc- and rctt-diastereoisomers of novel triazole-containing calix[4]resorcinols // Tetrahedron Letters. 2018. Vol. 59. No. 17. pp. 1683-1685.
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Knyazeva I. R., Mukhamedyanova K. M., Syakaev V. V., Gubaidullin A. T., Habicher W. D., Burilov A. R. Synthesis of rccc- and rctt-diastereoisomers of novel triazole-containing calix[4]resorcinols // Tetrahedron Letters. 2018. Vol. 59. No. 17. pp. 1683-1685.
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TY - JOUR
DO - 10.1016/j.tetlet.2018.03.061
UR - https://doi.org/10.1016/j.tetlet.2018.03.061
TI - Synthesis of rccc- and rctt-diastereoisomers of novel triazole-containing calix[4]resorcinols
T2 - Tetrahedron Letters
AU - Knyazeva, Irina R
AU - Mukhamedyanova, Karina M
AU - Syakaev, Victor V.
AU - Gubaidullin, Aidar T.
AU - Habicher, Wolf D.
AU - Burilov, Alexander R.
PY - 2018
DA - 2018/04/01
PB - Elsevier
SP - 1683-1685
IS - 17
VL - 59
SN - 0040-4039
SN - 1873-3581
ER -
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@article{2018_Knyazeva,
author = {Irina R Knyazeva and Karina M Mukhamedyanova and Victor V. Syakaev and Aidar T. Gubaidullin and Wolf D. Habicher and Alexander R. Burilov},
title = {Synthesis of rccc- and rctt-diastereoisomers of novel triazole-containing calix[4]resorcinols},
journal = {Tetrahedron Letters},
year = {2018},
volume = {59},
publisher = {Elsevier},
month = {apr},
url = {https://doi.org/10.1016/j.tetlet.2018.03.061},
number = {17},
pages = {1683--1685},
doi = {10.1016/j.tetlet.2018.03.061}
}
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Knyazeva, Irina R., et al. “Synthesis of rccc- and rctt-diastereoisomers of novel triazole-containing calix[4]resorcinols.” Tetrahedron Letters, vol. 59, no. 17, Apr. 2018, pp. 1683-1685. https://doi.org/10.1016/j.tetlet.2018.03.061.