Rearrangement of the hindered cyclobutadiene from dimerization of 3, 3, 6, 6-tetramethylcyclohexyne

DE Applequist, PA Gebauer, DE Gwynn…

Index: Applequist,D.E. et al. Journal of the American Chemical Society, 1972 , vol. 94, # 12 p. 4272 - 4278

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Citation Number: 20

Abstract

Abstract: Reaction of 1, 2-dibromo-3, 3, 6, 6-tetramethylcyclohexene with sodium or oxidation of the bishydrazone of 3, 3, 6, 6-tetramethylcyclohexanedione-l, 2 with silver oxide gave a dimeric, rearranged, bicyclic triene (17), believed to form from the hindered cyclobutadiene (2) resulting from dimerization of 3, 3, 6, 6-tetramethylcyclo-hexyne. Other products from the two reactions have also been identified. imple cyclobutadienes, not ...