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43849103081
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Recent reviews on biaryl synthesis through direct arylation of aromatic C-H bonds:
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Recent reviews on biaryl synthesis through direct arylation of aromatic C-H bonds:
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9
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43849110809
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Reviews on catalytic functionalization of C-H bonds:
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Reviews on catalytic functionalization of C-H bonds:
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Handbook of C-H Transformations
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14
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43849092190
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Pd-catalyzed direct C-H arylation of five-membered heteroarenes:
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Pd-catalyzed direct C-H arylation of five-membered heteroarenes:
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17
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0000882066
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Ohta A., Akita Y., Ohkuwa T., Chiba M., Fukunaga R., Miyafuji A., Nakata T., Tani N., and Aoyagi Y. Heterocycles 31 (1990) 1951
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39
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43849110001
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Pd-catalyzed direct C-H arylation of six-membered heteroarenes:
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Pd-catalyzed direct C-H arylation of six-membered heteroarenes:
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40
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0034286415
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Mukhopadhyay S., Rothenberg G., Gitis D., Baidossi M., Ponde D.E., and Sasson Y. J. Chem. Soc., Perkin Trans. 2 (2000) 1809
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Sasson, Y.6
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43
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43849113644
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Pd-catalyzed direct C-H arylation of benzene derivatives:
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Pd-catalyzed direct C-H arylation of benzene derivatives:
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44
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0030776292
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Satoh T., Itaya T., Miura M., and Nomura M. Angew. Chem., Int. Ed. 36 (1997) 1740
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Satoh, T.1
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55
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43849103855
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Rh-catalyzed direct arylation of aromatic C-H bonds:
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Rh-catalyzed direct arylation of aromatic C-H bonds:
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57
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0347296197
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Bedford R.B., Coles S.J., Hursthouse M.B., and Limmert M.E. Angew. Chem., Int. Ed. 42 (2003) 112
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Lewis, J.C.1
Wu, J.Y.2
Bergman, R.G.3
Ellman, J.A.4
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64
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Ru-catalyzed direct arylation of aromatic C-H bonds:
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Ru-catalyzed direct arylation of aromatic C-H bonds:
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65
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0000592976
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Oi S., Fukita S., Hirata N., Watanuki N., Miyano S., and Inoue Y. Org. Lett. 3 (2001) 2579
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Kakiuchi F., Kan S., Igi K., Chatani N., and Murai S. J. Am. Chem. Soc. 125 (2003) 1698
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Kakiuchi, F.1
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71
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Ir-catalyzed direct arylation of aromatic C-H bonds:
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Ir-catalyzed direct arylation of aromatic C-H bonds:. Fujita K., Nonogawa M., and Yamaguchi R. Chem. Commun. (2004) 1926
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(2004)
Chem. Commun.
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Fujita, K.1
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72
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34249936878
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Fagnou recently reported an example of selective cross-coupling between two aromatic C-H bonds:
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Fagnou recently reported an example of selective cross-coupling between two aromatic C-H bonds:. Stuart D.R., and Fagnou K. Science 316 (2007) 1172
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(2007)
Science
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Stuart, D.R.1
Fagnou, K.2
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75
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43849083124
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For examples of such a π-donation effect of halides to transition metals, see:
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For examples of such a π-donation effect of halides to transition metals, see:
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78
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43849092006
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2 are 2.3561(8) Å, 2.404(4) Å, and 2.371(2) Å, respectively. For references, see:
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2 are 2.3561(8) Å, 2.404(4) Å, and 2.371(2) Å, respectively. For references, see:
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81
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note
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The addition of DME suppressed the formation of diarylated product. However, the role is DME has not been completely understood.
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82
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43849085973
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note
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Sames also proposed a mechanism based on electrophilic metalation in his Rh-catalyzed direct arylation of indoles and pyrroles (See Ref. 8e).
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83
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43849084271
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A study on the mechanism of the present rhodium catalysis by density functional theory (DFT) calculation will be reported in due course. Coutelier, O.; Shiota, Y.; Yanagisawa, S.; Inoue, T.; Noyori, R.; Yoshizawa, K.; Itami, K., in preparation.
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A study on the mechanism of the present rhodium catalysis by density functional theory (DFT) calculation will be reported in due course. Coutelier, O.; Shiota, Y.; Yanagisawa, S.; Inoue, T.; Noyori, R.; Yoshizawa, K.; Itami, K., in preparation.
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85
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43849095021
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note
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The yield of arylation products (6 and 7) gradually decreased by decreasing the amount of anisole (5) employed: 51% (3f/5=1:27), 48% (3f/5=1:10), 42% (3f/5/n-octane=1:5:6; n-octane was added as co-solvent), 25% (3f/5/n-octane=1:2:6; n-octane was added as co-solvent).
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