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b) Other quinones were tested but only benzoquinone was able to function as oxidant.
-
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56
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84920736906
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note
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2, were not active in the bis-alkoxycarbonylation of the styrene, see Table S2 in the Supporting Information.
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84920736905
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note
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Isoprene and 4-vinylcyclohexene monoxide were also tested in the bis-alkoxycarbonylation of styrene. Although conversions of 90% and 20% were achieved, respectively (with 2 mol% of catalyst loading), in both cases complex mixtures of products were attained.
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58
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84920736904
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note
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Using the more sterically hindered t-BuOH as nucleophile the reaction was much slower, even with 2 mol% of catalyst loading. A conversion of 40% of 2a was attained leading to the 4,4′-1,4-phenylene 1-tert-butyl bis(2-phenylsuccinate) in 35% isolated yield.
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note
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2. Unfortunately the addition of methanol produced an immediate decomposition of the complex to palladium black.
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