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AcOH is added to promote arylation when a more valuable acid is used for allylic oxidation (entries 6-11, Table 2).
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Formation of terminal olefin products is consistent with transmetalation/ insertion but not with a C-H cleavage/transmetalation mechanism: Chen, X; Goodhue, C.; Yu, J.-Q. J. Am. Chem. Soc. 2006, 128, 12634. tert-Butylethylene (lacking an allylic hydrogen) is an excellent substrate for the vinylic C-H arylation (quantitative yield, >20:1 E:Z and >20:1 internal:terminal, Supporting Information (SI)). Undecene gave a mixture of internal, terminal, benzylic olefins (4:1:1) and bisarylated products (SI).
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33845232100
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2,6-Dimethylbenzoquinone can be used in the C-H vinylation reaction, suggesting quinone does not act as a ligand (see ref 4b and SI).
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24
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33845198480
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