Synthesis of Polyfluorinated Thia- and Oxathiacalixarenes Based on Perfluoro-m-xylene
N.N. Vorozhtsov Novosibirsk Institute of Organic Chemistry, SB RAS, 9 Academician Lavrentjev Ave., 630090 Novosibirsk, Russia
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Academic Editors: Anthony D.M. Curtis, Peter Cragg and Susan E. Matthews
Molecules 2021, 26(3), 526; https://doi.org/10.3390/molecules26030526
Received: 25 December 2020 / Revised: 13 January 2021 / Accepted: 14 January 2021 / Published: 20 January 2021
(This article belongs to the Special Issue Advances in and Applications of Calixarenes)
Perfluorinated tetrathiacalix[4]arene was obtained by heating perfluoro-m-xylene with thiourea or 2,5-difluoro-4,6-bis(trifluoromethyl)benzene-1,3-dithiol at 90 °C. Interaction of perfluoro-m-xylene with resorcinol or orcinol under mild conditions and subsequent heating of the mixture with 2,5-difluoro-4,6-bis(trifluoromethyl)benzene-1,3-dithiol leads to polyfluorinated dioxadithiacalix[4]arenes. Triphenyl and pentaphenyl ethers formed by the interaction of perfluoro-m-xylene with resorcinol under heating with thiourea gives polyfluorinated oxathiacalixarenes containing six and five aromatic nuclei, respectively.
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Keywords:
perfluorinated tetrathiacalix[4]arene; perfluoro-m-xylene; dioxadithiacalix[4]arenes; tetraoxadithiacalix[6]arene; thiourea; 2,5-difluoro-4,6-bis(trifluoromethyl)benzene-1,3-dithiol; X-ray analyses.
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MDPI and ACS Style
Kovtonyuk, V.N.; Gatilov, Y.V.; Nikul’shin, P.V.; Bredikhin, R.A. Synthesis of Polyfluorinated Thia- and Oxathiacalixarenes Based on Perfluoro-m-xylene. Molecules 2021, 26, 526. https://doi.org/10.3390/molecules26030526
AMA Style
Kovtonyuk VN, Gatilov YV, Nikul’shin PV, Bredikhin RA. Synthesis of Polyfluorinated Thia- and Oxathiacalixarenes Based on Perfluoro-m-xylene. Molecules. 2021; 26(3):526. https://doi.org/10.3390/molecules26030526
Chicago/Turabian StyleKovtonyuk, Vladimir N.; Gatilov, Yuri V.; Nikul’shin, Pavel V.; Bredikhin, Roman A. 2021. "Synthesis of Polyfluorinated Thia- and Oxathiacalixarenes Based on Perfluoro-m-xylene" Molecules 26, no. 3: 526. https://doi.org/10.3390/molecules26030526
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