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Hydrodeboration of Potassium Polyfluoroaryl(fluoro)borates with Alcohols Full article

Journal Journal of Fluorine Chemistry
ISSN: 0022-1139
Output data Year: 2014, Volume: 168, Pages: 111-120 Pages count : 10 DOI: 10.1016/j.jfluchem.2014.09.016
Tags Hydrodeboration, NMR spectroscopy, Pentafluorophenyltrifluoroborate
Authors Adonin Nicolay Yu. 1,2 , Shabalin Anton Yu. 1 , Bardin Vadim V. 2,3
Affiliations
1 G.K. Boreskov Institute of Catalysis, SB RAS, Acad. Lavrentjev Avenue 5, 630090 Novosibirsk, Russian Federation
2 Novosibirsk State University, Pirogova Street, 2, 630090 Novosibirsk, Russian Federation
3 N.N. Vorozhtsov Novosibirsk Institute of Organic Chemistry, SB RAS, Acad. Lavrentjev Avenue 9, 630090 Novosibirsk, Russian Federation

Abstract: Potassium polyfluoroaryltrifluoroborates, K[ArFBF3] (ArF = C6F5, HC6F4, MeC6F4, 4-MeOC6F4, 4-indol-1-ylC6F4, 4-imidazol-1-ylC6F4, 4-pyrazol-1-ylC6F4, 2,4,6-C6F3H2 and 4-tetrafluoropyridyl), and K[(C6F5)2BF2] undergo hydrodeboration to ArFH in aliphatic alcohols at elevated temperature. At the same conditions, borates K[3,4,5-C6F3H2BF3], K[4-FC6H4BF3] and K[C6H5BF3] remain intact. The presence of base (Et3N, K2CO3 and NaOMe) retards or prevents conversion of K[C6F5BF3]. Attempted hydrodeboration of K[C6F5BF3] in MeCN failed.
Cite: Adonin N.Y. , Shabalin A.Y. , Bardin V.V.
Hydrodeboration of Potassium Polyfluoroaryl(fluoro)borates with Alcohols
Journal of Fluorine Chemistry. 2014. V.168. P.111-120. DOI: 10.1016/j.jfluchem.2014.09.016 WOS Scopus РИНЦ ANCAN OpenAlex
Dates:
Submitted: Jul 28, 2014
Accepted: Sep 15, 2014
Published online: Sep 28, 2014
Published print: Dec 1, 2014
Identifiers:
Web of science: WOS:000347019300017
Scopus: 2-s2.0-84922635103
Elibrary: 24032405
Chemical Abstracts: 2014:1663475
Chemical Abstracts (print): 161:628878
OpenAlex: W2069462543
Citing:
DB Citing
Web of science 9
Scopus 8
Elibrary 8
OpenAlex 7
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