(Fluoroorgano)fluoroboranes and (fluoroorgano)fluoroborates, part 8. A new application of (polyfluoroorgano)trifluoroborate salts: the palladium-catalysed cross-coupling reaction with substituted benzenediazonium tetrafluoroborates

(Fluoroorgano)fluoroboranes and (fluoroorgano)fluoroborates, part 8. A new application of (polyfluoroorgano)trifluoroborate salts: the palladium-catalysed cross-coupling reaction with substituted benzenediazonium tetrafluoroborates Full article

Journal

Journal of Fluorine Chemistry
ISSN: 0022-1139

Output data

Year: 2002, Volume: 117, Number: 2, Article number : PII S0022-1139(02)00157-4, Pages count : 6 DOI: 10.1016/S0022-1139(02)00157-4

Tags

(polyfluorophenyl)trifluoroborates; (perfluoroethenyl)trifluoroborate; benzenediazonium tetrafluoroborates; Pd-catalysis; cross-coupling reactions; NMR spectroscopy

Authors

Frohn HJ ¹ , Adonin NY ² , Bardin VV ² , Starichenko VF ²

Affiliations

1	Institute of Chemistry, Inorganic Chemistry, Gerhard-Mercator-University Duisburg, Lotharstr. 1, D-47048 Duisburg, Germany
2	N.N. Vorozhtsov Novosibirsk Institute of Organic Chemistry, SB RAS, Acad. Lavrentjev Ave. 9, 630090 Novosibirsk, Russia

For the first time (polyfluoroorgano)trifluoroborate salts, namely K[C6F5BF3], K[C6HF4BF3] (all three isomers), K[3,4,5-C6H2F3BF3], and K[CF2=CFBF3] were principally applied as reagents to Pd-catalysed cross-coupling reactions. A series of polyfluorinated biphenyls C6H5-nFn-C6H4X-4' were obtained from K[C6H5-nFnBF3] and the substrates [4-XC6H4N2][BF4] in the presence of Id catalysts. The influence of the number and the position of the fluorine atoms in the (polyfluorophenyl)trifluoroborate salts on the reactivity in the coupling reaction was elucidated. In addition to (polyfluorophenyl)trifluoroborate salts, the cross-coupling was expanded to a first example of a perfluoroalkenyl reagent. K[CF2=CFBF3] reacted with [4-FC6H4N2][BF4] and formed CF2=CF-C6H4F-4. (C) 2002 Elsevier Science B.V. All rights reserved.

Frohn H. , Adonin N. , Bardin V. , Starichenko V.
(Fluoroorgano)fluoroboranes and (fluoroorgano)fluoroborates, part 8. A new application of (polyfluoroorgano)trifluoroborate salts: the palladium-catalysed cross-coupling reaction with substituted benzenediazonium tetrafluoroborates
Journal of Fluorine Chemistry. 2002. V.117. N2. PII S0022-1139(02)00157-4 :1-6. DOI: 10.1016/S0022-1139(02)00157-4 WOS Scopus РИНЦ

Published print:

Oct 1, 2002

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