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Polyfluoroorganoboron‐Oxygen Compounds. 2 [1] Base‐catalysed Hydrodeboration of Polyfluorophenyl(dihydroxy)boranes
Author(s) -
Frohn H.J.,
Adonin N. Y.,
Bardin V. V.,
Starichenko V. F.
Publication year - 2002
Publication title -
zeitschrift für anorganische und allgemeine chemie
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.354
H-Index - 66
eISSN - 1521-3749
pISSN - 0044-2313
DOI - 10.1002/1521-3749(200213)628:13<2834::aid-zaac2834>3.0.co;2-2
Subject(s) - medicine
Polyfluorinated phenyl(dihydroxy)boranes C 6 H 5‐n F n B(OH) 2 (n = 3 — 5) underwent hydrodeboration (formal replacement of the (dihydroxy)boryl group by hydrogen) in the presence of bases (MeOH, 33 % H 2 O—MeOH, KOH (1 equiv.)/33 % H 2 O—MeOH, pyridine and 9 % D 2 O—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.