Research output: Contribution to journal › Article › peer-review
Reaction of Perfluorobenzocyclobutene with Isomeric Tetrafluorobenzenes in an SbF5 Medium. / Mezhenkova, T. V.; Komarov, V. V.; Karpov, V. M. et al.
In: Russian Journal of Organic Chemistry, Vol. 57, No. 8, 5, 08.2021, p. 1256-1267.Research output: Contribution to journal › Article › peer-review
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TY - JOUR
T1 - Reaction of Perfluorobenzocyclobutene with Isomeric Tetrafluorobenzenes in an SbF5 Medium
AU - Mezhenkova, T. V.
AU - Komarov, V. V.
AU - Karpov, V. M.
AU - Sinyakov, V. R.
AU - Zonov, Ya V.
AU - Krasnov, V. I.
N1 - Funding Information: The authors are grateful to the Chemical Research Center for Collective Use, Siberian Branch, Russian Academy of Sciences, for spectral and analytical measurements. Publisher Copyright: © 2021, Pleiades Publishing, Ltd.
PY - 2021/8
Y1 - 2021/8
N2 - The reaction of perfluorobenzocyclobutene (1 mol) with isomeric tetrafluorobenzenes (2 mol) in an SbF5 medium resulted in the isolation of 1,2-bis(tetrafluorophenyl)perfluorocyclobutene after treatment of the reaction mixtures with HF and of (3,4,5,6-tetrafluorobenzen-1,2-diyl)bis[(tetrafluorophenyl)methanones] after hydrolysis of the reaction mixtures. Along with these products, the reactions with 1,2,4,5- and 1,2,3,4-tetrafluorobenzenes give 4,5,6,7-tetrafluoro-1,3,3-tris(tetrafluorophenyl)-1,3-dihydro-2-benzofuran-1-ols, and the reaction with 1,2,3,4-tetrafluorobenzene affords {2-[bis(2,3,4,5-tetrafluorophenyl)methyl]-3,4,5,6-tetrafluorophenyl}(2,3,4,5-tetrafluorophenyl)methanone.
AB - The reaction of perfluorobenzocyclobutene (1 mol) with isomeric tetrafluorobenzenes (2 mol) in an SbF5 medium resulted in the isolation of 1,2-bis(tetrafluorophenyl)perfluorocyclobutene after treatment of the reaction mixtures with HF and of (3,4,5,6-tetrafluorobenzen-1,2-diyl)bis[(tetrafluorophenyl)methanones] after hydrolysis of the reaction mixtures. Along with these products, the reactions with 1,2,4,5- and 1,2,3,4-tetrafluorobenzenes give 4,5,6,7-tetrafluoro-1,3,3-tris(tetrafluorophenyl)-1,3-dihydro-2-benzofuran-1-ols, and the reaction with 1,2,3,4-tetrafluorobenzene affords {2-[bis(2,3,4,5-tetrafluorophenyl)methyl]-3,4,5,6-tetrafluorophenyl}(2,3,4,5-tetrafluorophenyl)methanone.
KW - antimony pentafluoride
KW - cation
KW - perfluorocyclobutene
KW - skeletal transformations
KW - tetrafluorobenzene
UR - http://www.scopus.com/inward/record.url?scp=85115784627&partnerID=8YFLogxK
U2 - 10.1134/S1070428021080042
DO - 10.1134/S1070428021080042
M3 - Article
AN - SCOPUS:85115784627
VL - 57
SP - 1256
EP - 1267
JO - Russian Journal of Organic Chemistry
JF - Russian Journal of Organic Chemistry
SN - 1070-4280
IS - 8
M1 - 5
ER -
ID: 34349919