76429-91-9Relevant academic research and scientific papers
Formation of (1-adamantylcarbinyl)arenes from 3-azidohomoadamantane-aluminum chloride-aromatic substrates
Margosian, Daniel,Speier, Jon,Kovacic, Peter
, p. 1346 - 1350 (1981)
Reaction of 3-azidohomoadamantane with aromatic substrates catalyzed by aluminum chloride at 80 °C gave the corresponding (1-adamantylcarbinyl)arene in >90% yield. The reaction proceeds exclusively with elimination of azide ion. Competitive reaction with toluene (T)-benzene (B) gave an average kT/kB of ～14/1. The results indicate that a straightforward primary cation is probably not the actual attacking electrophile. The possible intervention of a bridged ion is discussed.
Chemical Transformations of Tetracyclo[3.3.1.13,7.01,3]decane (1,3-Dehydroadamantane): IX. Noncatalytic Reactions with Alkylarenes
Butov, G. M.,Mokhov, V. M.,Zubovich, E. A.
, p. 1041 - 1045 (2020/07/25)
Abstract: The reaction of 1,3-dehydroadamantane with alkylbenzenes was studied for the first time. It involved the C–H bond of the alkyl substituent in the α-position with respect to the aromatic ring. The proposed radical mechanism of the reaction was co
