Cycloaddition reaction of some representative 1-cyclopropyl-1, 3-butadienes with tetracyanoethylene and reaction of the resultant vinylcyclobutanes. An easy …

F Kataoka, N Shimizu, S Nishida

Index: Kataoka, Fumio; Shimizu, Nobujiro; Nishida, Shinya Journal of the American Chemical Society, 1980 , vol. 102, # 2 p. 711 - 716

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Citation Number: 33

Abstract

Results Reactions of 1, 3-Butadienes with TCNE. When la was mixed with TCNE either in acetonitrile or in dichloromethane, the resultant color (red or blue) faded after 50-55 s at room temperature, and 3a was produced exclusively. 8 The effect of the solvent polarity on the rate was smalL9 In contrast, the reaction of lb was completed after 90 min in acetonitrile or 270 min in dichloromethane at room temperature, and the major product was 2b. 3a ...