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For recent efforts, see: (a) Perry, M. C.; Cui, X.; Powell, M. T.; Hou, D. R.; Reibenspies, J. H.; Burgess, K. J. Am. Chem. Soc. 2003, 125, 113-124. (b) Glorius, F.; Altenhoff, G.; Goddard, R.; Lehmann, C. Chem. Commun. 2002, 2704-2705.
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For recent efforts, see: (a) Perry, M. C.; Cui, X.; Powell, M. T.; Hou, D. R.; Reibenspies, J. H.; Burgess, K. J. Am. Chem. Soc. 2003, 125, 113-124. (b) Glorius, F.; Altenhoff, G.; Goddard, R.; Lehmann, C. Chem. Commun. 2002, 2704-2705.
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Ma, Y.; Song, C.; Ma, C.; Sun, Z.; Chai, Q.; Andrus, M. B. Angew. Chem., Int. Ed. 2003, 42, in press.
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0001591967
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2-bridged chloride, Pd-NHC X-ray complex formed from the free, base-generated unsaturated carbene 6 is known: (a) Viciu, M. S.; Kissling, R. M.; Stevens, E. D.; Nolan, S. P. Org. Lett. 2002, 4, 2229-2231. For an attempt at the dimeric X-ray structure, see ref 8a. For a hindered 2:1 NHC-Pd complex formed with base, see: (b) Gstottmayr, C. W. K.; Bohm, V. P. W.; Herdtweck, E.; Grosche, M.; Herrmann, W. R. Angew. Chem., Int. Ed. 2002, 41, 1363-1365.
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Viciu, M.S.1
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Nolan, S.P.4
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22
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0037090921
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2-bridged chloride, Pd-NHC X-ray complex formed from the free, base-generated unsaturated carbene 6 is known: (a) Viciu, M. S.; Kissling, R. M.; Stevens, E. D.; Nolan, S. P. Org. Lett. 2002, 4, 2229-2231. For an attempt at the dimeric X-ray structure, see ref 8a. For a hindered 2:1 NHC-Pd complex formed with base, see: (b) Gstottmayr, C. W. K.; Bohm, V. P. W.; Herdtweck, E.; Grosche, M.; Herrmann, W. R. Angew. Chem., Int. Ed. 2002, 41, 1363-1365.
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Gstottmayr, C.W.K.1
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Herdtweck, E.3
Grosche, M.4
Herrmann, W.R.5
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24
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33749349096
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X-ray structures of N,N-dimethylimidazolium·palladium NHC complexes formed without base have been reported: (a) Herrmann, W. A.; Elison, M.; Fischer, J.; Köcher, C.; Artus, G. R. J. Angew. Chem., Int. Ed. Engl. 1995, 34, 2371-2374. For a more recent example with a chelating bis-imidazolium NHC·Pd complex, see: (b) Clyne, D. S.; Jin, J.; Genest, E.; Gallucci, J. C.; RajanBabu, T. V. Org. Lett. 2000. 2, 1125-1128.
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Herrmann, W.A.1
Elison, M.2
Fischer, J.3
Köcher, C.4
Artus, G.R.J.5
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25
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0000547940
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-
X-ray structures of N,N-dimethylimidazolium·palladium NHC complexes formed without base have been reported: (a) Herrmann, W. A.; Elison, M.; Fischer, J.; Köcher, C.; Artus, G. R. J. Angew. Chem., Int. Ed. Engl. 1995, 34, 2371-2374. For a more recent example with a chelating bis-imidazolium NHC·Pd complex, see: (b) Clyne, D. S.; Jin, J.; Genest, E.; Gallucci, J. C.; RajanBabu, T. V. Org. Lett. 2000. 2, 1125-1128.
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Clyne, D.S.1
Jin, J.2
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Gallucci, J.C.4
RajanBabu, T.V.5
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26
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0347778727
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note
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Hydrogens are omitted for clarity. See the Supporting Information for full details.
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27
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33750386593
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Triazolium ions have been shown to undergo nucleophilic addition with methoxide at the electrophilic carbon position: Enders, D.; Breuer, K.; Raabe, G.; Runsink, J.; Teles, J. H.; Melder, J. P.; Ebel, K.; Brode, S. Angew. Chem., Int. Ed. Engl. 1995, 34, 1021-1024.
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Enders, D.1
Breuer, K.2
Raabe, G.3
Runsink, J.4
Teles, J.H.5
Melder, J.P.6
Ebel, K.7
Brode, S.8
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28
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0034804108
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(a) McGuinness, D. S.; Cavell, K. J.; Yates, B. F.; Skelton, B. W.; White, A. H. J. Am. Chem. Soc. 2001, 123, 8317-8328.
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McGuinness, D.S.1
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White, A.H.5
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29
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0036013812
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(b) Grundemann, S.; Albrecht, M.; Kovacevic, A.; Faller, J. W.; Crabtree, R. H. J. Chem. Soc., Dalton Trans. 2002, 2163-2167.
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Grundemann, S.1
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Faller, J.W.4
Crabtree, R.H.5
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