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| Title
| - Organometallic Dehydro[14]annulenes Containing Vollhardt'sCyclobutadiene: Are CpCo-Complexed Cyclobutadienes MoreAromatic than Benzene?
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| Abstract
| - Pd-catalyzed coupling of 1,2-diethynyl-3,4-(bistrimethylsilyl)cyclobutadienecyclopentadienylcobaltto a series of 1-iodo-2-(trimethylsilylethynyl)benzenes and 1-chloro-4-trimethylsilylbut-1-ene-3-yneis followed by desilylation with potassium carbonate. Cu(OAc)2-promoted oxidative ring closureleads to dehydro[14]annulenes and dehydro[14]benzoannulenes fused to a cyclobutadiene(cyclopentadienylcobalt) complex. Five of these fused dehydroannulenes were structurally characterized.1H NMR spectroscopy of the organometallic dehydro[14]annulenes incorporating the (bistrimethylsilyl)cyclobutadiene(cyclopentadienylcobalt) unit suggested that the aromaticity of the fusedcyclobutadiene complex might be stronger than that of benzene according to the ring-currentcriterion.
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