Abstract
Elimination of dinitrogen from (3,3-dimethyl-l-diazo-2-oxobutyl)-(tert-butyl)dimethylsilane catalyzed by palladium(II) chloride bis(acetonitrile), bis[(η 3-allyl)chloropalladium] or palladium(II) acetate gives the butatriene derivatives (E)- and (Z)-1,4-di[((tert-butyl)dimethylsilyl)oxy]-2,2,7,7-tetramethyl-3,4,5-octatriene, which are the formal dimers of an alkylidene carbene. The siloxyalkene ( tBu)[Me 2( tBu)SiO]CChCl is also formed, with a yield which parallels the amount of catalyst. Similarly, ( tBu)[Me 2( tBu)SiO]C(OAc) is a by product, when the decomposition of the same diazoketone is catalysed by palladium(II) acetate. The structure of the (E) isomer of the bis(siloxy)-3,4,5-octatriene derivative was determined by an X-ray diffraction study.
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