Synthesis of Polyfluorinated Tetraoxacalix[4]arenes by Reaction of Pentafluoronitrobenzene with Resorcinol, Orcinol, and Tetrafluororesorcinol

V. N. Kovtonyuk; H. Han; Yu V. Gatilov

doi:10.1134/S1070428020070052

Synthesis of Polyfluorinated Tetraoxacalix[4]arenes by Reaction of Pentafluoronitrobenzene with Resorcinol, Orcinol, and Tetrafluororesorcinol

V. N. Kovtonyuk, H. Han, Yu V. Gatilov

Department of Natural Sciences

Research output: Contribution to journal › Article › peer-review

1 Citation (Scopus)

Abstract

Successive reactions of pentafluoronitrobenzene with resorcinol, orcinol, andtetrafluororesorcinol in acetonitrile in the presence of triethylamine affordedpolyfluorinated ABAB and ABAC tetraoxacalix[4]arenes. Analysis of the¹H and ¹⁹F NMR spectraof the synthesized oxacalixarenes indicated high conformational mobility of theresorcinol and tetrafluororesorcinol fragments of their molecules due tointeraction with the solvent.

Original language	English
Pages (from-to)	1153-1159
Number of pages	7
Journal	Russian Journal of Organic Chemistry
Volume	56
Issue number	7
DOIs	https://doi.org/10.1134/S1070428020070052
Publication status	Published - 1 Jul 2020

Keywords

conformational behavior
orcinol
pentafluoronitrobenzene
polyfluorinated tetraoxacalixarenes
resorcinol
tetrafluororesorcinol

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10.1134/S1070428020070052

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title = "Synthesis of Polyfluorinated Tetraoxacalix[4]arenes by Reaction of Pentafluoronitrobenzene with Resorcinol, Orcinol, and Tetrafluororesorcinol",

abstract = "Successive reactions of pentafluoronitrobenzene with resorcinol, orcinol, andtetrafluororesorcinol in acetonitrile in the presence of triethylamine affordedpolyfluorinated ABAB and ABAC tetraoxacalix[4]arenes. Analysis of the1H and 19F NMR spectraof the synthesized oxacalixarenes indicated high conformational mobility of theresorcinol and tetrafluororesorcinol fragments of their molecules due tointeraction with the solvent.",

keywords = "conformational behavior, orcinol, pentafluoronitrobenzene, polyfluorinated tetraoxacalixarenes, resorcinol, tetrafluororesorcinol",

author = "Kovtonyuk, {V. N.} and H. Han and Gatilov, {Yu V.}",

year = "2020",

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day = "1",

doi = "10.1134/S1070428020070052",

language = "English",

volume = "56",

pages = "1153--1159",

journal = "Russian Journal of Organic Chemistry",

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TY - JOUR

T1 - Synthesis of Polyfluorinated Tetraoxacalix[4]arenes by Reaction of Pentafluoronitrobenzene with Resorcinol, Orcinol, and Tetrafluororesorcinol

AU - Kovtonyuk, V. N.

AU - Han, H.

AU - Gatilov, Yu V.

PY - 2020/7/1

Y1 - 2020/7/1

N2 - Successive reactions of pentafluoronitrobenzene with resorcinol, orcinol, andtetrafluororesorcinol in acetonitrile in the presence of triethylamine affordedpolyfluorinated ABAB and ABAC tetraoxacalix[4]arenes. Analysis of the1H and 19F NMR spectraof the synthesized oxacalixarenes indicated high conformational mobility of theresorcinol and tetrafluororesorcinol fragments of their molecules due tointeraction with the solvent.

AB - Successive reactions of pentafluoronitrobenzene with resorcinol, orcinol, andtetrafluororesorcinol in acetonitrile in the presence of triethylamine affordedpolyfluorinated ABAB and ABAC tetraoxacalix[4]arenes. Analysis of the1H and 19F NMR spectraof the synthesized oxacalixarenes indicated high conformational mobility of theresorcinol and tetrafluororesorcinol fragments of their molecules due tointeraction with the solvent.

KW - conformational behavior

KW - orcinol

KW - pentafluoronitrobenzene

KW - polyfluorinated tetraoxacalixarenes

KW - resorcinol

KW - tetrafluororesorcinol

UR - http://www.scopus.com/inward/record.url?scp=85091455556&partnerID=8YFLogxK

U2 - 10.1134/S1070428020070052

DO - 10.1134/S1070428020070052

M3 - Article

AN - SCOPUS:85091455556

VL - 56

SP - 1153

EP - 1159

JO - Russian Journal of Organic Chemistry

JF - Russian Journal of Organic Chemistry

SN - 1070-4280

IS - 7

ER -

Synthesis of Polyfluorinated Tetraoxacalix[4]arenes by Reaction of Pentafluoronitrobenzene with Resorcinol, Orcinol, and Tetrafluororesorcinol

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