Thiophosphorylated derivatives of meta- and ortho-hydroxybenzaldehydes in one-step syntheses of novel calix[4]resorcinols
Irina R Knyazeva
1
,
Victoria I Matveeva
1
,
B. Gabidullin
2
,
Margit Gruner
3
,
Wolf D. Habicher
3
,
Michael A. Pudovik
1
Publication type: Journal Article
Publication date: 2014-12-01
scimago Q3
wos Q3
SJR: 0.334
CiteScore: 3.2
Impact factor: 1.5
ISSN: 00404039, 18733581
Organic Chemistry
Drug Discovery
Biochemistry
Abstract
Thiophosphorylated derivatives of meta- and ortho-hydroxybenzaldehydes take part in one-step, acid-catalyzed condensations with resorcinol and its derivatives. As a result, new calix[4]resorcinols, which contain four 2-thioxo-1,3,2-dioxaphosphorinane fragments on the aromatic substituents of the calixarene matrix, have been synthesized. In this case, macrocyclic products are formed as rccc- (cone or boat conformation) and/or rctt- (chair conformation) diastereomers, the ratio of which depends on the structure of the starting reagents. The obtained products have been isolated and their structures determined by NMR methods and single-crystal X-ray diffraction. The spectral differences of conformational isomers of the prepared macrocycles have been demonstrated.
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Knyazeva I. R. et al. Thiophosphorylated derivatives of meta- and ortho-hydroxybenzaldehydes in one-step syntheses of novel calix[4]resorcinols // Tetrahedron Letters. 2014. Vol. 55. No. 52. pp. 7209-7214.
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Knyazeva I. R., Matveeva V. I., Syakaev V. V., Gabidullin B., Gubaidullin A. T., Gruner M., Habicher W. D., Burilov A. R., Pudovik M. A. Thiophosphorylated derivatives of meta- and ortho-hydroxybenzaldehydes in one-step syntheses of novel calix[4]resorcinols // Tetrahedron Letters. 2014. Vol. 55. No. 52. pp. 7209-7214.
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TY - JOUR
DO - 10.1016/j.tetlet.2014.11.019
UR - https://linkinghub.elsevier.com/retrieve/pii/S0040403914019017
TI - Thiophosphorylated derivatives of meta- and ortho-hydroxybenzaldehydes in one-step syntheses of novel calix[4]resorcinols
T2 - Tetrahedron Letters
AU - Knyazeva, Irina R
AU - Matveeva, Victoria I
AU - Syakaev, Victor V.
AU - Gabidullin, B.
AU - Gubaidullin, Aidar T.
AU - Gruner, Margit
AU - Habicher, Wolf D.
AU - Burilov, Alexander R.
AU - Pudovik, Michael A.
PY - 2014
DA - 2014/12/01
PB - Elsevier
SP - 7209-7214
IS - 52
VL - 55
SN - 0040-4039
SN - 1873-3581
ER -
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BibTex (up to 50 authors)
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@article{2014_Knyazeva,
author = {Irina R Knyazeva and Victoria I Matveeva and Victor V. Syakaev and B. Gabidullin and Aidar T. Gubaidullin and Margit Gruner and Wolf D. Habicher and Alexander R. Burilov and Michael A. Pudovik},
title = {Thiophosphorylated derivatives of meta- and ortho-hydroxybenzaldehydes in one-step syntheses of novel calix[4]resorcinols},
journal = {Tetrahedron Letters},
year = {2014},
volume = {55},
publisher = {Elsevier},
month = {dec},
url = {https://linkinghub.elsevier.com/retrieve/pii/S0040403914019017},
number = {52},
pages = {7209--7214},
doi = {10.1016/j.tetlet.2014.11.019}
}
Cite this
MLA
Copy
Knyazeva, Irina R., et al. “Thiophosphorylated derivatives of meta- and ortho-hydroxybenzaldehydes in one-step syntheses of novel calix[4]resorcinols.” Tetrahedron Letters, vol. 55, no. 52, Dec. 2014, pp. 7209-7214. https://linkinghub.elsevier.com/retrieve/pii/S0040403914019017.