Synthesis and properties of the ivyanes: the parent 1,1-oligocyclopropanes
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Practical syntheses of the first six members of the ivyane (1,1-oligocyclopropane) family of fundamentalhydrocarbons have been achieved from the cross-conjugated polyenes known as dendralenes. Evidencefor helical conformations in both the solid state and in solution is presented. Ivyane exhibits one ofthe highest experimental heats of combustion recorded for a hydrocarbon. Ring-opening reactions ofivyanes furnish new and interesting structures that are difficult to access by conventional means.