83387-33-1Relevant academic research and scientific papers
Calixarene-Catalyzed Generation of Dichlorocarbene and Its Application to Organic Reactions: The Catalytic Action of Octopus-Type Calixarene
Nomura, Eisaku,Taniguchi, Hisaji,Otsuji, Yoshio
, p. 792 - 799 (2007/10/02)
The dichlorocarbene generation reaction from CHCl3 and solid KOH in CH2Cl2 was catalyzed by the p-t-butylcalixarene derivative 1 which bears six 3,6,9-trioxadecyl substituents on the phenolic oxygens.Dichlorocarbene generated by this method reacted efficiently with alkenes and amides to give dichlorocyclopropane derivatives and nitriles, respectively, in high yields.The reaction with alkadiene having isolated double bonds gave mixtures of the mono- and bis-dichlorocarbene adducts, but the monoadduct formation always predominated.The catalytic action of the calixarene and the reactivity features of dichlorocarbene generated by the above procedure are discussed on the basis of kinetic measurements.They are also compared with those of the 18-crown-6-catalyzed reactions.
