ChemInform Abstract: REACTION OF BENZOPHENONE KETYLS WITH PYRIDINE N‐OXIDE

Abstract

Die Reaktion von Pyridin‐ N‐oxid (I) liefert mit dem Lithiumketyl (IIa) das N‐Oxid (III), das sich in fast quantitativer Ausb. zum Pyridin (IV) reduzieren läßt; die Reaktion von (I) mit dem Kaliumketyl (IIb) liefert nicht (III), sondern direkt das Pyridin (IV) (Ausb. 80%).

Reactions of aniline with alkali metal diphenylketyls and dianions derived from benzophenone and Michler’s ketone

“…We previously found that metal diphenylketyls and metal salts with benzophenone dianion can be involved not only in radical anion diphenyloxymethylation [1] but also in reductive condensation with formation of triphenylmethane [2,3] and that the corresponding potassium derivatives are capable of undergoing radical anion disproportionation [4]. The present work continues our studies on the reactivity of these compounds; in particular, we examined their reactions with aniline.…”

“…The reaction with potassium derivative VIIIa is accompanied by side reduction with formation of bis(4-dimethylaminophenyl)methanol (X) and disproportionation to give Crystal Violet (XI). The latter was also formed in other reactions with potassium salts of aromatic ketone radical anions [1]. Lithium 4,4'-bis(dimethylamino)diphenylketyl and the corresponding dilithium salt turned out to be the least reactive toward aniline: in these cases, no condensation occurred.…”