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The highly reactive intermediates 1 and 2 with cumulative double bonds in para and ortho positions, respectively, react to give products with isolated triple bonds. Intermolecular dimerization of 1 yields a paracyclophanetetrayne, which assumes two conformations in the crystal. Compound 2 reacts by intramolecular cyclization affording a highly strained cycloocta-3-ene-1,5-diyne derivative.
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Hopf et al. (1995) studied this question.
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