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note
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The synthesis and characterization of ligand 1 was described previously; see ref 12a. For general utility of ligand 1 in palladium/ ligand-catalyzed animation of aryl chlorides, see ref 12a,b.
-
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57
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0345491157
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note
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2/ligand 2-catalyzed reaction of 5-chloro-m-xylene with N-heptylmethylamine under our standard aryl animation conditions proceeded to completion overnight to afford the desired arylamine product.
-
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58
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0344629002
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note
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2 as the metal precursor, other suitable Pd(0) or Pd(II) metal complexes could also be used. A variety of different metal complexes have been employed as catalyst precursors or catalysts for Suzuki reactions; see ref 1. Also, while most of our studies utilized a Pd/L ratio of 1/3, Pd/L ratios of 1/1-1.5 are also generally suitable under rigorously air-free conditions.
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note
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6): δ - 8.3.
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62
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37049068274
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The Pd-O bond distance in complex 14 compares favorably with the Pd-O covalent bond distances reported for square planar complexes (2.0-2.16 Å) and is similar to the Pd-O bond distance of the previously characterized complex 12 (2.16 Å); see ref 12a. See also: (a) Kiers, N. H.; Feringa, B. L.; Kooijman, H.; Spek, A. L.; Van Leeuwen, P. W. N. M. J. Chem. Soc., Chem. Commun. 1992, 1169-1170.
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31P NMR spectra of the reaction mixture exhibited significantly broad resonances.
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71
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0344197276
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note
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3P ligand presumably are sufficient for the generation and involvement of the most desired mono-phosphine "LPd" intermediates. Alternatively, the desired monophosphine "LPd" intermediates could also be accessible because of steric and electronic properties of certain aryl halide substrates and reaction conditions.
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