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1
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Wiley, New York
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M. P. Doyle, M. A. McKervey, T. Ye, Modern Catalytic Methods for Organic Synthesis with Diazo Compounds, Wiley, New York, 1998.
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Doyle, M.P.1
McKervey, M.A.2
Ye, T.3
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2
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33645583145
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note
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a) See reference [1] for examples based on Fe, Ru, Os, Co, Rh, Ni, Pd, Pt, and Cu;
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4
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16244384228
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and references therein
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c) for Ag-based catalysts, see: J. Urbano, T. R. Belderraín, M. C. Nicasio, S. Trofimenko, M. M. Díaz-Requejo, P. J. Pérez, Organometallics 2005, 24, 1528, and references therein.
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Urbano, J.1
Belderraín, T.R.2
Nicasio, M.C.3
Trofimenko, S.4
Díaz-Requejo, M.M.5
Pérez, P.J.6
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5
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8744259772
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For gold-based catalysts for other processes, see: a) A. S. K. Hashmi, Gold Bull. 2004, 37, 51;
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Gold Bull.
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Hashmi, A.S.K.1
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6
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b) A. S. K. Hashmi, J. P. Weyrauch, M. Rudolph, E. Kurpejović, Angew. Chem. 2004, 116, 6707;
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Hashmi, A.S.K.1
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Rudolph, M.3
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9
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1842637760
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d) J. J. Kennedy-Smith, S. T. Staben, F. D. Toste, J. Am. Chem. Soc. 2004, 126, 4526;
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Kennedy-Smith, J.J.1
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4344653148
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e) C. Nieto-Oberhuber, M. P. Muñoz, E. Buñuel, C. Nevado, D. J. Cárdenas, A. M. Echavarren, Angew. Chem. 2004, 116, 2456;
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12
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3242691284
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f) V. Mamane, T. Gress, H.; Krause, A. Furstner, J. Am. Chem. Soc. 2004, 126, 8654;
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Mamane, V.1
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14
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h) R. Casado, M. Contel, M. Laguna, P. Romero, S. Sanz, J. Am. Chem. Soc. 2003, 125, 11925;
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0035829128
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i) G. B. Shul'pin, A. E. Shilov, G. Süss-Fink, Tetrahedron Lett. 2001, 42, 7253;
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Shul'pin, G.B.1
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19
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0001459366
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l) J. H. Teles, S. Brode, M. Chabanas, Angew. Chem. 1998, 110, 1475;
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Teles, J.H.1
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Chabanas, M.3
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21
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0034823251
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For olefin cyclopropanation, see: a) M. M. Díaz-Requejo, T. R. Belderrain, S. Trofimenko, P. J. Pérez, J. Am. Chem. Soc. 2001, 125, 3167;
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Díaz-Requejo, M.M.1
Belderrain, T.R.2
Trofimenko, S.3
Pérez, P.J.4
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22
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0037065651
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b) M. M. Díaz-Requejo, A. Caballero, T. R. Belderrain, M. C. Nicasio, S. Trofimenko, P. J. Pérez, J. Am. Chem. Soc. 2002, 124, 978;
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Díaz-Requejo, M.M.1
Caballero, A.2
Belderrain, T.R.3
Nicasio, M.C.4
Trofimenko, S.5
Pérez, P.J.6
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23
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0035929204
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For alkyne cyclopropenation, see: c) M. M. Díaz-Requejo, M. A. Mairena, T. R. Belderrain, M. C. Nicasio, S. Trofimenko, P. J. Pérez, Chem. Commun. 2001, 1804;
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Chem. Commun.
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Díaz-Requejo, M.M.1
Mairena, M.A.2
Belderrain, T.R.3
Nicasio, M.C.4
Trofimenko, S.5
Pérez, P.J.6
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24
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0037065681
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for C-H insertion, see: d) M. M. Díaz-Requejo, T. R. Belderrain, M. C. Nicasio, S. Trofimenko, P. J. Pérez, J. Am. Chem. Soc. 2002, 124, 896;
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J. Am. Chem. Soc.
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Díaz-Requejo, M.M.1
Belderrain, T.R.2
Nicasio, M.C.3
Trofimenko, S.4
Pérez, P.J.5
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25
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0037433253
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e) A. Caballero, M. M. Díaz-Requejo, T. R. Belderrain, M. C. Nicasio, S. Trofimenko, P. J. Pérez, J. Am. Chem. Soc. 2003, 125, 1446;
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J. Am. Chem. Soc.
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Caballero, A.1
Díaz-Requejo, M.M.2
Belderrain, T.R.3
Nicasio, M.C.4
Trofimenko, S.5
Pérez, P.J.6
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26
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0036923182
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N-H insertion: f) M. E. Morilla, M. M. Díaz-Requejo, T. R. Belderrain, M. C. Nicasio, S. Trofimenko, P. J. Pérez, Chem. Commun. 2002, 2998;
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Chem. Commun.
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Morilla, M.E.1
Díaz-Requejo, M.M.2
Belderrain, T.R.3
Nicasio, M.C.4
Trofimenko, S.5
Pérez, P.J.6
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27
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24044528366
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g) for O-H insertion, see: M. E. Morilla, M. J. Molina, M. M. Díaz-Requejo, T. R. Belderrain, M. C. Nicasio, S. Trofimenko, P. J. Pérez, Organometallics 2004, 23, 2914;
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Organometallics
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Morilla, M.E.1
Molina, M.J.2
Díaz-Requejo, M.M.3
Belderrain, T.R.4
Nicasio, M.C.5
Trofimenko, S.6
Pérez, P.J.7
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28
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0942288202
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for addition to aromatic rings, see: h) M. E. Morilla, M. M. Díaz-Requejo, T. R. Belderrain, M. C. Nicasio, S. Trofimenko, P. J. Pérez, Organometallics 2004, 23, 293.
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Organometallics
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Morilla, M.E.1
Díaz-Requejo, M.M.2
Belderrain, T.R.3
Nicasio, M.C.4
Trofimenko, S.5
Pérez, P.J.6
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29
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4444313323
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M. R. Fructos, T. R. Belderrain, M. C. Nicasio, S. P. Nolan, H. Kaur, M. M. Díaz-Requejo, P. J. Pérez, J. Am. Chem. Soc. 2004, 126, 10846.
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Fructos, M.R.1
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Nicasio, M.C.3
Nolan, S.P.4
Kaur, H.5
Díaz-Requejo, M.M.6
Pérez, P.J.7
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30
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33645606691
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in press
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See the Supporting Information for synthetic and structural details. For other members of the [(NHC)AuCl] family, see: P. de Frémont, N. M. Scott, E. D. Stevens, S. P. Nolan, Organometallics 2005, 24, in press.
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Organometallics
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De Frémont, P.1
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Nolan, S.P.4
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31
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0001183682
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The intramolecular insertion of diazo ketones into aromatic C-H bonds has been extensively reported (see reference [1]). This process has been described as an electrophilic addition of the metallocarbene followed by 1,2-hydride migration: A. Padwa, D. J. Austin, A. T. Price, M. A. Semones, M. P. Doyle, M. N. Protopopova, W. R. Winchester, A. Tarn, J. Am. Chem. Soc. 1993, 115, 8669. The observed ratios for the products, particularly the meta/para ratios (lower than 2:1), shows a preference for the para position, a fact that would be in accord with such proposal.
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Padwa, A.1
Austin, D.J.2
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Doyle, M.P.5
Protopopova, M.N.6
Winchester, W.R.7
Tarn, A.8
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32
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0001432893
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A. J. Anciaux, A. Demonceau, A. F. Noels, A. J. Hubert, R. Warin, P. H. Teyssie, J. Org. Chem. 1981, 46, 873.
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Anciaux, A.J.1
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Teyssie, P.H.6
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34
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1842740885
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and references therein
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M. S. Viciu, O. Navarro, R. F. Germaneau, R. A. Kelly III, W. Sommer, N. Marion, E. D. Stevens, L. Cavallo, S. P. Nolan, Organometallics 2004, 23, 1629, and references therein.
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Viciu, M.S.1
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M. Brookhart, B. Grant, A. F. Volpe, Organometallics 1992, 11, 3920.
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