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cyclooctadecanonaene : ウィキペディア英語版
cyclooctadecanonaene

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Cyclooctadecanonaene or ()annulene is an annulene with chemical formula . This hydrocarbon obeys Hückel's rule and is, therefore, an aromatic compound. Theoretical studies show that ()annulene has only three completely delocalized π bonds associated with its aromaticity, while other six π bonds represent the conjugated 3c-2e π bonds on the periphery of ()annulene. The compound was first synthesised by Franz Sondheimer.〔 In the literature and some internet references, Sondheimer is sometimes misspelled as Sandheimer.〕
==Reactions==
The original synthesis started by the Eglinton reaction of the di-alkyne 1,5-hexadiyne with copper(II) acetate in pyridine to give the trimer, followed by deprotonation and isomerization with potassium tert-butoxide in ''tert''-butanol and was concluded with hydrogen organic reduction with the Lindlar catalyst.

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