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Compounds 2a-c were prepared according to standard methods described in the literature. 2a: (a) Wah, S. W. Synth. Commun. 1992, 22, 3215 2b:
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Sphos = 2-(2′,6′-dimethoxybiphenyl)dicyclohexylphosphine; Xphos = 2-(2prime;,4′,6′-triisopropylbiphenyl)dicyclohexylphosphine.
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Sphos = 2-(2′,6′-dimethoxybiphenyl)dicyclohexylphosphine; Xphos = 2-(2prime;,4′,6′-triisopropylbiphenyl)dicyclohexylphosphine.
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Aryl chlorides have been shown to be more reactive than aryl Inflates in the Suzuki-Miyaura cross-coupling: (a) Littke, F, Dai, C. Y, Fu, G. C. J. Am. Chem. Soc. 2000, 122, 4020
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Aryl chlorides have been shown to be more reactive than aryl Inflates in the Suzuki-Miyaura cross-coupling: (a) Littke, F.; Dai, C. Y.; Fu, G. C. J. Am. Chem. Soc. 2000, 122, 4020.
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44
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3 as ligand, depends on the identity of the halide. The slow step is the oxidative addition with an aryl bromide and the transmetalation with p-iodotoluene: (b) Smith, G. B.; Dezeny, G. C.; Hughes, D. L.; King, A. O.; Verhoeven, T. R. J. Org. Chem. 1994, 59, 8151.
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3 as ligand, depends on the identity of the halide. The slow step is the oxidative addition with an aryl bromide and the transmetalation with p-iodotoluene: (b) Smith, G. B.; Dezeny, G. C.; Hughes, D. L.; King, A. O.; Verhoeven, T. R. J. Org. Chem. 1994, 59, 8151.
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A similar trend in the reactivity of aryl halides has been observed for the Stille reaction: Casado, A. L.; Espinet, P. J. Am. Chem. Soc. 1998, 120, 8978.
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46
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84962429991
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For a recent interesting DFT study on the catalytic cycle of the Suzuki-Miyaura cross-coupling, see: a
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For a recent interesting DFT study on the catalytic cycle of the Suzuki-Miyaura cross-coupling, see: (a) Braga, A. A. C.; Ujaque, G.; Maseras, F. Organometallics 2006, 25, 3647.
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