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Recent examples: (a) Margolis, B. J.; Long, K. A.; Laird, D. L. T.; Ruble, J. C.; Pulley, S. R. J. Org. Chem. 2007, 72, 2232.
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(k) Panatieri, R. B.; Reis, J. S.; Borges, L. P.; Nogueira, C. W.; Zeni, G. Synlett 2006, 3161.
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Synlett
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Panatieri, R.B.1
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(n) Organ, M. G.; Avola, S.; Dubovyk, I.; Hadei, N.; Kantchev, E. A. B.; O'Brien, C. J.; Valente, C. Chem. - Eur. J. 2006, 12, 4749.
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Chem. - Eur. J
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(o) Forgoine, P.; Brochu, M.-C.; St-Onge, M.; Thesen, K. H.; Bailey, M. D.; Bilodeau, F. J. Am. Chem. Soc. 2006, 128, 11350.
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Forgoine, P.1
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(p) Billingsley, K.; Anderson, K. W.; Buchwald, S. L. Angew. Chem., Int. Ed. 2006, 45, 3483.
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Billingsley, K.1
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26
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61349107736
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Reviews and books: (a) N-Heterocyclic Carbenes in Transition Metal Catalysis; Glorius, F., Ed.; Springer-Verlag: Berlin Heildergerg, 2007.
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Reviews and books: (a) N-Heterocyclic Carbenes in Transition Metal Catalysis; Glorius, F., Ed.; Springer-Verlag: Berlin Heildergerg, 2007.
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(b) Kantchev, E. A. B.; O'Brien, C. J.; Organ, M. G. Angew. Chem., Int. Ed. 2007, 46, 2768.
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(c) N-Heterocyclic Carbenes in Synthesis; Nolan, S. P., Ed.; Wiley-VCH: Weinheim, 2006.
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N-Heterocyclic Carbenes in Synthesis
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21944441002
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Reviews: a
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Reviews: (a) Dupont, J.; Consorti, C. S.; Spencer, J. Chem. Rev. 2005, 105, 2527.
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(a) Lebel, H.; Janes, M. K.; Charette, A. B.; Nolan, S. P. J. Am. Chem. Soc. 2004, 126, 5046.
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35
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33845722103
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While this work was in progress, a similar complex was reported independently: Cao, X.-H, Zheng, Y, Yu, H.-W, Shi, J.-C. J. Coord. Chem. 2007, 60, 207
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While this work was in progress, a similar complex was reported independently: Cao, X.-H.; Zheng, Y.; Yu, H.-W.; Shi, J.-C. J. Coord. Chem. 2007, 60, 207.
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37
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24944508573
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41
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0037810115
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(c) Hiraki, K.; Onishi, M.; Sewaki, K.; Sugino, K. Bull. Chem. Soc. Jpn. 1978, 51, 2548.
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Bull. Chem. Soc. Jpn
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Hiraki, K.1
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Sewaki, K.3
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43
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0013308257
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(a) For 37: Viciu, M. S.; Germaneau, R. F.; Nolan, S. P. Org. Lett. 2002, 4, 4053.
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44
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61349157759
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For 38: see ref 9b
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(b) For 38: see ref 9b.
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45
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33745472389
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For 39: O'Brien, C. J.; Kantchev, E. A. B.; Valente, C.; Hadei, N.; Chass, G. A.; Lough, A.; Hopkinson, A. C.; Organ, M. G. Chem. - Eur. J. 2006, 12, 4743.
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(c) For 39: O'Brien, C. J.; Kantchev, E. A. B.; Valente, C.; Hadei, N.; Chass, G. A.; Lough, A.; Hopkinson, A. C.; Organ, M. G. Chem. - Eur. J. 2006, 12, 4743.
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46
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0037416262
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For 40 and 41: Bedford, R. B.; Cazin, C. S. J.; Coles, S. J.; Gelbrich, T.; Horton, P. N.; Hursthouse, M. B.; Light, M. E. Organometallics 2003, 22, 987.
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(d) For 40 and 41: Bedford, R. B.; Cazin, C. S. J.; Coles, S. J.; Gelbrich, T.; Horton, P. N.; Hursthouse, M. B.; Light, M. E. Organometallics 2003, 22, 987.
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47
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85170224352
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2]: Littke, A. F.; Fu, G. C. J. Am. Chem. Soc. 2001, 123, 6989. This catalyst rapidly degraded upon dissolution in NMP and had to be weighed in as a solid.
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2]: Littke, A. F.; Fu, G. C. J. Am. Chem. Soc. 2001, 123, 6989. This catalyst rapidly degraded upon dissolution in NMP and had to be weighed in as a solid.
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48
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0037020372
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For 42: Schnyder, A.; Ingolese, A. F.; Studer, M.; Blaser, H.-U. Angew. Chem., Int. Ed. 2002, 41, 3668.
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(f) For 42: Schnyder, A.; Ingolese, A. F.; Studer, M.; Blaser, H.-U. Angew. Chem., Int. Ed. 2002, 41, 3668.
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49
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61349155308
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For 43, 44: see ref 6a
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(g) For 43, 44: see ref 6a.
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50
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34547230277
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N-Methylimidazole-Pd complexes are also catalytically active in the Heck-Mizoroki reaction of bromoarenes at 1 mol % Pd. See: Haneda, S.; Ueba, C.; Eda, K.; Hayashi, M. Adv. Synth. Catal. 2007, 349, 833.
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N-Methylimidazole-Pd complexes are also catalytically active in the Heck-Mizoroki reaction of bromoarenes at 1 mol % Pd. See: Haneda, S.; Ueba, C.; Eda, K.; Hayashi, M. Adv. Synth. Catal. 2007, 349, 833.
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51
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61349177391
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3P is much lower than IMes·HCl. Complex 40 is, therefore, also an excellent choice as a Heck-Mizoroki catalyst from a practical point of view: van der Schaaf, P. A, Kolly, R, Tinkl, M. PCT Int. Appl. WO 2003013723 2003
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3P is much lower than IMes·HCl. Complex 40 is, therefore, also an excellent choice as a Heck-Mizoroki catalyst from a practical point of view: van der Schaaf, P. A.; Kolly, R.; Tinkl, M. PCT Int. Appl. WO 2003013723 (2003).
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52
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Ebran, J.-P.; Hansen, A. L.; Gogsig, T. M.; Skrydstrup, T. J. Am. Chem. Soc. 2007, 129, 6931.
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J. Am. Chem. Soc
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Ebran, J.-P.1
Hansen, A.L.2
Gogsig, T.M.3
Skrydstrup, T.4
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