Polyfluoroorganoboron-oxygen compounds. 2 - Base-catalysed hydrodeboration of polyfluorophenyl(dihydroxy)boranes

Polyfluoroorganoboron-oxygen compounds. 2 - Base-catalysed hydrodeboration of polyfluorophenyl(dihydroxy)boranes Full article

Journal

Zeitschrift fur Anorganische und Allgemeine Chemie
ISSN: 0044-2313

Output data

Year: 2002, Volume: 628, Number: 13, Pages: 2834-2838 Pages count : 5 DOI: 10.1002/1521-3749(200213)628:13<2834::AID-ZAAC2834>3.0.CO;2-2

Tags

polyfluorophenyl(dihydroxy)boranes (polyfluorophenyl-boronic acids); hydrodeboration; NMR spectroscopy

Authors

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

Affiliations

1	(Данные Web of science) Gerhard Mercator Univ Duisburg, Fachgebiet Anorgan Chem, D-47048 Duisburg, Germany
2	(Данные Web of science) Russian Acad Sci, Sibirian Branch, NN Vorozhtsov Novosibirsk Inst Organ Chem, Novosibirsk, Russia

Polyfluorinated phenyl(dihydroxy)boranes C6H5-nFnB(OH)(2) (n = 3 - 5) underwent hydrodeboration (formal replacement of the (dihydroxy)boryl group by hydrogen) in the presence of bases (MeOH, 33% H2O-MeOH, KOH (1 equiv.)/33% H2O-MeOH, pyridine and 9% D2O-pyridine) and formed the fluoroaromatic compounds ArH or ArD, respectively. The rate of reaction depends on the number of fluorine atoms in the phenyl group and on the position of the fluorine atoms, relative to the B(OH)(2) substituent.

Frohn H. , Adonin N. , Bardin V. , Starichenko V.
Polyfluoroorganoboron-oxygen compounds. 2 - Base-catalysed hydrodeboration of polyfluorophenyl(dihydroxy)boranes
Zeitschrift fur Anorganische und Allgemeine Chemie. 2002. V.628. N13. P.2834-2838. DOI: 10.1002/1521-3749(200213)628:13<2834::AID-ZAAC2834>3.0.CO;2-2 WOS Scopus РИНЦ

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