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Interaction of Azobenzene and Benzalaniline with Strong Amido Bases
Alexander N Kornev1, Vyacheslav V Sushev1, Natalia V Zolotareva1
1G. A. Razuvaev Institute of Organometallic Chemistry, Russian Academy of Sciences , 49 Tropinin str., 603950 Nizhny Novgorod GSP-445, Russia.
Abstract:
The interaction of azobenzene with lithium dicyclohexylamide (Cy2NLi) in THF or Et2O afforded the ion-radical salt of azobenzene (1) structurally characterized for the first time and dicyclohexylaminyl radical, which begins a novel chain of transformations leading eventually to the imino-enamido lithium complex (3). Benzalaniline, being a relative of azobenzene, reacted with Cy2NLi without electron transfer by a proton-abstraction mechanism to form the dilithium salt of N(1),N(2),1,2-tetraphenylethene-1,2-diamine quantitatively.
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