Abstract
Abstract Palladium(II) acetate reacts with benzene in the presence of dialkyl sulfides at 70 °C to afford novel diphenyltripalladium(II) complexes of [(R1SR2)PhPd(μ-MeCO2)2Pd(μ-MeCO2)2PdPh(R1SR2)] (1a; R1=But, R2=CH2But: 1b; R1=R2=Bui: 1c; R1=R2=Pri: 1d; R1=R2=Et). Adducts, [Pd(MeCO2)2(ButSCH2But)2] and [Pd(MeCO2)2(SPri2)2], prepared by the reactions of palladium(II) acetate and the corresponding dialkyl sulfides in benzene at 5–10 °C, change to 1a and 1c, respectively, on heating in benzene at 70 °C. In contrast, reactions of palladium(II) acetate with toluene or thiophene in the presence of diisopropyl sulfide afford no isolable tolyl-or thienyl-palladium species, but coupling products, i.e. bitolyls or bithienyls, are detected by GLC analysis. Treatment of 1b with styrene produces trans-stilbene, whereas 1c reacts with carbon monoxide as well as carbon dioxide to yield benzoic acid. When palladium(II) acetate and t-butyl phenethyl sulfide are heated at 80 °C in benzene, an adduct [Pd(MeCO2)2(ButSCH2CH2Ph)2] is formed, in sharp contrast with the case of benzyl t-butyl sulfide, which gives a cyclopalladated complex under the same reaction conditions.
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