Journal of Organic Chemistry p. 4747 - 4753 (1991)
Update date:2022-07-29
Topics:
Padwa, Albert
Cordova, Diana M.
Pulwer, Mitchell J.
The thermal and photochemical reactions of a number of substituted cyclopropenylindenes have been studied.The thermolysis of theses systems resulted in a series of 3,3-sigmatropic rearrangements.The product distribution parallels the expected relative order of thermodynamic stabilities of the indenes.The major product obtained upon extended heating corresponds to the isomer in which the double bonds are in conjugation with the phenyl groups on both the indene and cyclopropene rings.Direct irradiation of 1-methyl-1-(1-methyl-2,3-diphenyl-2-cyclopropen-1-yl)-3-phenylindene afforded a mixture of unsymmetrical cyclopropenes together with a cyclopropa
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