Epoxy compounds usually have stronger nucleophilic ability, because the alkyl group on the oxygen atom makes the bond angle smaller, which makes the lone pair of electrons react more dissimilarly with the electron-deficient system. Compound: Chloro(1,5-cyclooctadiene)copper(I) dimer, is researched, Molecular C16H16Cl2Cu2, CAS is 32717-95-6, about Gold catalyzed rearrangements of strained small ring hydrocarbons.Electric Literature of C16H16Cl2Cu2.
Diademane (I) underwent Au-catalyzed rearrangement to give 50% snoutene (II) together with 5% of the thermally rearranged product, triquinacene. At elevated temperatures, II underwent Au-catalyzed rearrangement to basketene (III), which subsequently thermally rearranged to Nenitzescu’s hydrocarbon. Similar catalysis of the diene IV, gave >90% tetrahydronaphthalene.
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Reference:
Quinoxaline – Wikipedia,
Quinoxaline | C8H6N2 | ChemSpider