Calixarene-Catalyzed Generation of Dichlorocarbene and Its Application to Organic Reactions: The Catalytic Action of Octopus-Type Calix (6) arene.

E Nomura, H Taniguchi, Y Otsuji

Index: Nomura, Eisaku; Taniguchi, Hisaji; Otsuji, Yoshio Bulletin of the Chemical Society of Japan, 1994 , vol. 67, # 3 p. 792 - 799

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Citation Number: 24

Abstract

The dichlorocarbene generation reaction from CHCl 3 and solid KOH in CH 2 Cl 2 was catalyzed by the pt-butylcalix [6] arene 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 ...