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Recently Echavarren and co-workers reported a computational study that support a Pd(II)/Pd(IV) catalytic cycle for palladium catalysed domino reactions involving aryl iodides as substrates. See:
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Recently Echavarren and co-workers reported a computational study that support a Pd(II)/Pd(IV) catalytic cycle for palladium catalysed domino reactions involving aryl iodides as substrates. See:. Cardenas D.J., Martin-Matute B., and Echavarren A.M. J. Am. Chem. Soc. 128 (2006) 5033
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34548697018
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note
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The products obtained in those cases correspond to the free carboxylic acids. The arylation reaction results probably from the reaction between the 2-(methyl-carboxylate)indole and the aryl halide as the free carboxylic acid did not gave the expected compound. The ester functionality is most likely saponified under the basic reaction conditions used in these experiments.
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46
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34548689802
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note
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Extended MM2 parameters, extended to transition metals by the user, implemented in CAChe (Futjitsu) version 6.1 was used for calculation.
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47
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33751555599
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Lakhdar S., Westermaier M., Terrier F., Goumont R., Boubaker T., Ofial A.R., and Mayr H. J. Org. Chem. 71 (2006) 9088
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Lakhdar, S.1
Westermaier, M.2
Terrier, F.3
Goumont, R.4
Boubaker, T.5
Ofial, A.R.6
Mayr, H.7
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48
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34548688346
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note
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Independently of the reactions conditions, reacting 2-phenylindole with phenylbromide or phenyliodide gave almost exclusively the homocoupling product (i.e. biphenyl >90% yield).
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