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Reduction of Perfluorinated Benzocycloalkenones and Other Polyfluoroaryl Ketones to Alcohols with LiBH4. / Wang, S.; Golokhvastova, D. S.; Zonov, Ya V. et al.

In: Russian Journal of Organic Chemistry, Vol. 58, No. 6, 06.2022, p. 780-790.

Research output: Contribution to journalArticlepeer-review

Harvard

Wang, S, Golokhvastova, DS, Zonov, YV, Karpov, VM, Mezhenkova, TV & Gatilov, YV 2022, 'Reduction of Perfluorinated Benzocycloalkenones and Other Polyfluoroaryl Ketones to Alcohols with LiBH4', Russian Journal of Organic Chemistry, vol. 58, no. 6, pp. 780-790. https://doi.org/10.1134/S1070428022060045

APA

Wang, S., Golokhvastova, D. S., Zonov, Y. V., Karpov, V. M., Mezhenkova, T. V., & Gatilov, Y. V. (2022). Reduction of Perfluorinated Benzocycloalkenones and Other Polyfluoroaryl Ketones to Alcohols with LiBH4. Russian Journal of Organic Chemistry, 58(6), 780-790. https://doi.org/10.1134/S1070428022060045

Vancouver

Wang S, Golokhvastova DS, Zonov YV, Karpov VM, Mezhenkova TV, Gatilov YV. Reduction of Perfluorinated Benzocycloalkenones and Other Polyfluoroaryl Ketones to Alcohols with LiBH4. Russian Journal of Organic Chemistry. 2022 Jun;58(6):780-790. doi: 10.1134/S1070428022060045

Author

Wang, S. ; Golokhvastova, D. S. ; Zonov, Ya V. et al. / Reduction of Perfluorinated Benzocycloalkenones and Other Polyfluoroaryl Ketones to Alcohols with LiBH4. In: Russian Journal of Organic Chemistry. 2022 ; Vol. 58, No. 6. pp. 780-790.

BibTeX

@article{ce595532c354408188d3b85246771019,
title = "Reduction of Perfluorinated Benzocycloalkenones and Other Polyfluoroaryl Ketones to Alcohols with LiBH4",
abstract = "The reduction of polyfluorinated benzocycloalken-1-ones, perfluoro-2,3-dihydrobenzofuran-3-one, and perfluorinated diaryl and alkyl aryl ketones with lithium tetrahydridoborate in diethyl ether gave the corre­sponding alcohols. The reduction of perfluorinated 2-methyl- and 2-hydroxy-2-phenylbenzocyclobutenones was accompanied by opening of the four-membered ring with the formation of (perfluoro-2-vinylphenyl)­methanol and [2-(hydroxymethyl)tetrafluorophenyl](pentafluorophenyl)methanol, respectively. Polyfluorinated benzocycloalkenediols were obtained in the reduction of dicarbonyl derivatives of perfluorinated benzocyclo­butene, indan, and tetralin.",
keywords = "benzocyclobutenone, indanone, lithium tetrahydroborate, polyfluorinated alcohol, reduction, tetralone",
author = "S. Wang and Golokhvastova, {D. S.} and Zonov, {Ya V.} and Karpov, {V. M.} and Mezhenkova, {T. V.} and Gatilov, {Yu V.}",
note = "Funding Information: The authors thank the Joint Chemical Research Center, Siberian Branch, Russian Academy of Sciences, for performing spectral and analytical measurements. S. Wang thanks the China Scholarship Council for financial support. Publisher Copyright: {\textcopyright} 2022, Pleiades Publishing, Ltd.",
year = "2022",
month = jun,
doi = "10.1134/S1070428022060045",
language = "English",
volume = "58",
pages = "780--790",
journal = "Russian Journal of Organic Chemistry",
issn = "1070-4280",
publisher = "Maik Nauka-Interperiodica Publishing",
number = "6",

}

RIS

TY - JOUR

T1 - Reduction of Perfluorinated Benzocycloalkenones and Other Polyfluoroaryl Ketones to Alcohols with LiBH4

AU - Wang, S.

AU - Golokhvastova, D. S.

AU - Zonov, Ya V.

AU - Karpov, V. M.

AU - Mezhenkova, T. V.

AU - Gatilov, Yu V.

N1 - Funding Information: The authors thank the Joint Chemical Research Center, Siberian Branch, Russian Academy of Sciences, for performing spectral and analytical measurements. S. Wang thanks the China Scholarship Council for financial support. Publisher Copyright: © 2022, Pleiades Publishing, Ltd.

PY - 2022/6

Y1 - 2022/6

N2 - The reduction of polyfluorinated benzocycloalken-1-ones, perfluoro-2,3-dihydrobenzofuran-3-one, and perfluorinated diaryl and alkyl aryl ketones with lithium tetrahydridoborate in diethyl ether gave the corre­sponding alcohols. The reduction of perfluorinated 2-methyl- and 2-hydroxy-2-phenylbenzocyclobutenones was accompanied by opening of the four-membered ring with the formation of (perfluoro-2-vinylphenyl)­methanol and [2-(hydroxymethyl)tetrafluorophenyl](pentafluorophenyl)methanol, respectively. Polyfluorinated benzocycloalkenediols were obtained in the reduction of dicarbonyl derivatives of perfluorinated benzocyclo­butene, indan, and tetralin.

AB - The reduction of polyfluorinated benzocycloalken-1-ones, perfluoro-2,3-dihydrobenzofuran-3-one, and perfluorinated diaryl and alkyl aryl ketones with lithium tetrahydridoborate in diethyl ether gave the corre­sponding alcohols. The reduction of perfluorinated 2-methyl- and 2-hydroxy-2-phenylbenzocyclobutenones was accompanied by opening of the four-membered ring with the formation of (perfluoro-2-vinylphenyl)­methanol and [2-(hydroxymethyl)tetrafluorophenyl](pentafluorophenyl)methanol, respectively. Polyfluorinated benzocycloalkenediols were obtained in the reduction of dicarbonyl derivatives of perfluorinated benzocyclo­butene, indan, and tetralin.

KW - benzocyclobutenone

KW - indanone

KW - lithium tetrahydroborate

KW - polyfluorinated alcohol

KW - reduction

KW - tetralone

UR - http://www.scopus.com/inward/record.url?scp=85135608792&partnerID=8YFLogxK

UR - https://www.mendeley.com/catalogue/e908c0e9-762f-362f-a366-c3bd39e7d668/

U2 - 10.1134/S1070428022060045

DO - 10.1134/S1070428022060045

M3 - Article

AN - SCOPUS:85135608792

VL - 58

SP - 780

EP - 790

JO - Russian Journal of Organic Chemistry

JF - Russian Journal of Organic Chemistry

SN - 1070-4280

IS - 6

ER -

ID: 36821549