Polyfluorinated phenyl(dihydroxy)boranes C 6 H 5-n F n B-(OH) 2 (n ϭ 3 Ϫ 5) underwent hydrodeboration (formal replacement of the (dihydroxy)boryl group by hydrogen) in the presence of bases (MeOH, 33 % H 2 OϪMeOH, KOH (1 equiv.)/33 % H 2 OϪMeOH, pyridine and 9 % D 2 OϪpyridine) and formed the fluoroaromatic compounds ArH or ArD, respectively. The rate of
Polyfluororganische Bor-Sauerstoff Verbindungen. 2 [1]
Die Hydrodeborierung von Polyfluorphenyl(dihydroxy)boranen unter basischen Bedingungen.Inhaltsübersicht. Polyfluorierte Phenyl(dihydroxy)borane C 6 H 5-n F n B-(OH) 2 (n ϭ 3 Ϫ 5) unterliegen in Gegenwart von Basen (MeOH, 33 % H 2 OϪMeOH, KOH (1 Äquiv.)/33 % H 2 OϪMeOH, Pyridin und 9 % D 2 OϪPyridin) einer Hydrodeborierungsreaktion (formaler Ersatz der (Dihydroxy)borylgruppe durch Wasserstoff) und bil-* Prof. 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.
A general preparative procedure for polyfluorinated aryl-(dihydroxy)boranes C 6 H 5-n F n B(OH) 2 (n ϭ 3 Ϫ 5) is described. Polyfluorinated aryl(dihydroxy)boranes are easily dehydrated to the corresponding tri(aryl)boroxins (C 6 H 5-n F n BO) 3 by thermal or chemical treatment. The property of the acids C 6 H 5-n F n B(OH) 2 to condensate depends on the number and on the position of the fluorine atoms in the aryl group. Examples of both classes of boron Polyfluororganische Bor-Sauerstoff Verbindungen. 1
Polyfluorierte Aryl(dihydroxy)borane und Tri(aryl)boroxineInhaltsübersicht. Es wird ein allgemeiner Weg für die Darstellung polyfluorierter Aryl(dihydroxy)borane beschrieben. Polyfluorierte Aryl(dihydroxy)borane lassen sich thermisch und chemisch leicht dehydratisieren und gehen dabei in die entsprechenden Tri(aryl)boroxine über. Die Neigung zur Kondensation hängt sowohl von der
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