Syntheses and properties of medium-sized metacyclophanediynes

A novel method of synthesizing medium-sized metacyclophanediynes was designed through incorporation of one or more benzene rings in the skeleton of the a cyclic diyne. The design featured the significance of altering the configuration of the cyclic frame relative to its reactive property. The hydrogen atoms which share the benzylic and propargylic positions had a greater preponderance to tautomerize.