The azulenes 3a,b, 6a,b, 9, 12 and 15 ethynylated in the fivemembered ring were prepared by Pd-catalysed cross-coupling of the corresponding iodoazulenes 1a,b, 4a,b, 7, 10 and 13, respectively, with trimethylsilylacetylene and subsequent desilylation. The synthesis of some acyclic oligomers 23-30, 32-36 and 38-40 from these ethynylazulenes could be accomplished by oxidative Eglinton coupling as well as Pd/Cu-

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Das aus dem pentafulvenoiden Allen 1 leicht zugängliche, kinetisch stabilisierte 1,1′‐Diethinylferrocen lässt sich durch oxidative Kupplung in das [4.4]Ferrocenophan 2 überführen. Diese Verbindung hat eine bemerkenswert symmetrische Struktur, die Elektronen sind über die Butadiinbrücken hinweg delokalisiert, und im Kristall liegt 2 in einer helical‐chiralen Konformation vor.

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