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Volumn 26, Issue 13, 2007, Pages 3236-3251

Mononuclear NHC-Pd-π-allyl complexes containing weakly coordinating ligands

Author keywords

[No Author keywords available]

Indexed keywords

LIGANDS; MOLECULAR STRUCTURE; PALLADIUM; SYNTHESIS (CHEMICAL);

EID: 34347331368     PISSN: 02767333     EISSN: None     Source Type: Journal    
DOI: 10.1021/om0702274     Document Type: Article
Times cited : (59)

References (124)
  • 11
    • 34347339232 scopus 로고    scopus 로고
    • See ref 1f
    • (a) See ref 1f.
  • 15
    • 34347328898 scopus 로고
    • Dissertation G. Wilke, Universität Bochum, Germany
    • (a) Sperling, K. Dissertation (G. Wilke), Universität Bochum, Germany, 1983.
    • (1983)
    • Sperling, K.1
  • 16
    • 34347354019 scopus 로고    scopus 로고
    • Wilke, G.; Sperling, K.; Stehling, L. German Patent DOS 3.336.691; US Patent 4.594.1983447, 1986.
    • (b) Wilke, G.; Sperling, K.; Stehling, L. German Patent DOS 3.336.691; US Patent 4.594.1983447, 1986.
  • 17
    • 34347352924 scopus 로고    scopus 로고
    • Wilke, G. Proc. 5th IUPAC Symp. Org. Synth. 1984; Blackwell: Oxford, 1985; p 1.
    • (c) Wilke, G. Proc. 5th IUPAC Symp. Org. Synth. 1984; Blackwell: Oxford, 1985; p 1.
  • 18
    • 34347365986 scopus 로고    scopus 로고
    • Ref 1f
    • (d) Ref 1f.
  • 46
    • 34347330978 scopus 로고    scopus 로고
    • Such complexes have also been the subject of a patent. Goodall, B. L, Petoff, J. L, Shen, H. US Patent Application 2005/0043494 A1
    • Such complexes have also been the subject of a patent. Goodall, B. L.; Petoff, J. L.; Shen, H. US Patent Application 2005/0043494 A1.
  • 47
    • 37049067906 scopus 로고    scopus 로고
    • 2 complex having 2-dimethylaminomethylene-1-naphthyl ligands instead of the π-allyl groups, see: Valk, J.-M.; van Beizen, R.; Boersma, J.; Spek, A. L.; van Koten, G. J. Chem. Soc., Dalton Trans. 1994, 2293.
    • 2 complex having 2-dimethylaminomethylene-1-naphthyl ligands instead of the π-allyl groups, see: Valk, J.-M.; van Beizen, R.; Boersma, J.; Spek, A. L.; van Koten, G. J. Chem. Soc., Dalton Trans. 1994, 2293.
  • 49
    • 0000354820 scopus 로고    scopus 로고
    • For Pd(I)-Pd(I) complexes with triflate bridges having substantially longer Pd-O bonds (2.28-2.32 Å), see: (a) Leoni, P.; Pasquali, M.; Sommovigo, M.; Albinati, A.; Lianza, F.; Pregosin, P. S.; Rüegger, H. Organometallics 1993, 12, 4503.
    • For Pd(I)-Pd(I) complexes with triflate bridges having substantially longer Pd-O bonds (2.28-2.32 Å), see: (a) Leoni, P.; Pasquali, M.; Sommovigo, M.; Albinati, A.; Lianza, F.; Pregosin, P. S.; Rüegger, H. Organometallics 1993, 12, 4503.
  • 54
    • 34347352923 scopus 로고    scopus 로고
    • Ref 8b
    • (d) Ref 8b.
  • 62
    • 0000715918 scopus 로고    scopus 로고
    • We have noted before the superior methylating properties of (tmeda)MgMe2 compared to LiMe: Kaschube, W, Pörschke, K.-R, Wilke, G. J. Organomet. Chem. 1988, 355, 525
    • (a) We have noted before the superior methylating properties of (tmeda)MgMe2 compared to LiMe: Kaschube, W.; Pörschke, K.-R.; Wilke, G. J. Organomet. Chem. 1988, 355, 525.
  • 63
    • 84985723178 scopus 로고    scopus 로고
    • 2, see: Kaschube, W.; Pörschke, K.-R.; Angermund, K.; Krüger, C.; Wilke, G. Chem. Ber. 1988, 121, 1921.
    • 2, see: Kaschube, W.; Pörschke, K.-R.; Angermund, K.; Krüger, C.; Wilke, G. Chem. Ber. 1988, 121, 1921.
  • 67
    • 34347351799 scopus 로고    scopus 로고
    • Vrieze, K. In Dynamic Nuclear Magnetic Resonance Spectroscopy; Jackman, L. M., Cotton, F. A., Eds.; London: Academic Press, 1975; pp 441-487, see p 454.
    • (a) Vrieze, K. In Dynamic Nuclear Magnetic Resonance Spectroscopy; Jackman, L. M., Cotton, F. A., Eds.; London: Academic Press, 1975; pp 441-487, see p 454.
  • 70
    • 0033579145 scopus 로고    scopus 로고
    • A similar behavior was observed with cationic Ni, diimine complexes where attempts to isolate the diethyl etherate complexes led to contamination by the corresponding aquo complexes. Svejda, S. A, Johnson, L. K, Brookhart, M. J. Am. Chem. Soc. 1999, 121, 10634
    • A similar behavior was observed with cationic Ni - diimine complexes where attempts to isolate the diethyl etherate complexes led to contamination by the corresponding aquo complexes. Svejda, S. A.; Johnson, L. K.; Brookhart, M. J. Am. Chem. Soc. 1999, 121, 10634.
  • 71
    • 34347362785 scopus 로고    scopus 로고
    • 2O complexes: (a) Leoni, P.; Sommovigo, M.; Pasquali, M.; Midollini, S.; Braga, D.; Sabatino, P. Organometallics 1991, 10, 1038.
    • 2O complexes: (a) Leoni, P.; Sommovigo, M.; Pasquali, M.; Midollini, S.; Braga, D.; Sabatino, P. Organometallics 1991, 10, 1038.
  • 75
    • 34347341382 scopus 로고    scopus 로고
    • Ref 8a
    • (e) Ref 8a.
  • 89
    • 0000261427 scopus 로고    scopus 로고
    • The formation of Pd-dichloromethane complexes in solution has been proposed: (a) Kraatz, H.-B.; Milstein, D. J. Organomet. Chem. 1995, 488, 223.
    • The formation of Pd-dichloromethane complexes in solution has been proposed: (a) Kraatz, H.-B.; Milstein, D. J. Organomet. Chem. 1995, 488, 223.
  • 93
    • 0029949643 scopus 로고    scopus 로고
    • 2)]-BARF, see: Butts, M. D.; Scott, B. L.; Kubas, G. J. J. Am. Chem. Soc. 1996, 118, 11831.
    • 2)]-BARF, see: Butts, M. D.; Scott, B. L.; Kubas, G. J. J. Am. Chem. Soc. 1996, 118, 11831.
  • 94
    • 34347345785 scopus 로고    scopus 로고
    • At the present time a total of 18 transition metal dichloromethane complexes are listed in the Cambridge Structural Database,33c mostly complexes of Ag (9, Rh (3, Ru (2, and Re 2
    • 33c mostly complexes of Ag (9), Rh (3), Ru (2), and Re (2).
  • 95
    • 34347337297 scopus 로고    scopus 로고
    • Cambridge Structural Database (CSD), version 5.27, update of January 2006.
    • (c) Cambridge Structural Database (CSD), version 5.27, update of January 2006.
  • 98
    • 0037011416 scopus 로고    scopus 로고
    • Int. Ed, and references therein
    • (a) Grushin, V. V.; Marshall, W. J. Angew. Chem., Int. Ed. 2002, 41, 4476, and references therein.
    • (2002) Angew. Chem , vol.41 , pp. 4476
    • Grushin, V.V.1    Marshall, W.J.2
  • 101
    • 33845374894 scopus 로고    scopus 로고
    • - must also be taken into account. (a) Jordan, R. F.; Dasher, W. E.; Echols, S. F. J. Am. Chem. Soc. 1986, 108, 1718.
    • - must also be taken into account. (a) Jordan, R. F.; Dasher, W. E.; Echols, S. F. J. Am. Chem. Soc. 1986, 108, 1718.
  • 104
    • 37049075261 scopus 로고    scopus 로고
    • Several ionic or neutral, seemingly three-coordinate 14e NiII- and PdII-organyl complexes that feature an additional β-H agostic interaction have been described in recent years, a, tBu2PC2H4PtBu 2)NiC2H5, BF4, Conroy-Lewis, F. M, Mole, L, Redhouse, A. D, Litster, S. A, Spencer, J. L. J. Chem. Soc, Chem. Commun. 1991, 1601
    • 4]: Conroy-Lewis, F. M.; Mole, L.; Redhouse, A. D.; Litster, S. A.; Spencer, J. L. J. Chem. Soc., Chem. Commun. 1991, 1601.
  • 105
    • 0037077602 scopus 로고    scopus 로고
    • 3P)Pd(Ar)X (X = Br, I, OTf): Stambuli, J. P.; Bühl, M.; Hartwig, J. F. J. Am. Chem. Soc. 2002, 124, 9346, ref 19f.
    • 3P)Pd(Ar)X (X = Br, I, OTf): Stambuli, J. P.; Bühl, M.; Hartwig, J. F. J. Am. Chem. Soc. 2002, 124, 9346, ref 19f.
  • 106
    • 0034686736 scopus 로고    scopus 로고
    • 4] (M = Ni, Pd; R = Et, Pr): Tempel, D. J.; Johnson, L. K.; Huff, R. L.; White, P. S.; Brookhart, M. J. Am. Chem. Soc. 2000, 122, 6686.
    • 4] (M = Ni, Pd; R = Et, Pr): Tempel, D. J.; Johnson, L. K.; Huff, R. L.; White, P. S.; Brookhart, M. J. Am. Chem. Soc. 2000, 122, 6686.
  • 109
    • 4644320677 scopus 로고    scopus 로고
    • (β-diketiminate)NiR (R = Et, Pr): Kogut, E.; Zeller, A.; Warren, T. H.; Strassner, T. J. Am. Chem. Soc. 2004, 126, 11984.
    • (d) (β-diketiminate)NiR (R = Et, Pr): Kogut, E.; Zeller, A.; Warren, T. H.; Strassner, T. J. Am. Chem. Soc. 2004, 126, 11984.
  • 110
    • 33645838613 scopus 로고    scopus 로고
    • ref. 28i. For recent NMR studies on the degree of ion pairing in Pd complexes, see
    • (a) For recent NMR studies on the degree of ion pairing in Pd complexes, see: Schott, D.; Pregosin, P. S.; Veiros, L. F.; Calhorda, M. J. Organometallics 2005, 24, 5710, ref. 28i.
    • (2005) Organometallics , vol.24 , pp. 5710
    • Schott, D.1    Pregosin, P.S.2    Veiros, L.F.3    Calhorda, M.J.4
  • 111
    • 34347333149 scopus 로고    scopus 로고
    • A detailed NMR investigation of the ion pairing was beyond the scope of this work
    • (b) A detailed NMR investigation of the ion pairing was beyond the scope of this work.
  • 112
    • 34347330975 scopus 로고    scopus 로고
    • Regarding uncoordinated NHCs, the resonance of the carbene-C atom of C(N(tBu)CH)2 is at δ(C) 213.2 (THF-dg)45a and that of C(N(C6H3-2,6-iPr 2)CH)2 is at δ(C) 220.2 (C6D 6),45c thus downfield from the shifts of the Pd(II) complexes
    • 45c thus downfield from the shifts of the Pd(II) complexes.
  • 115
    • 27744487570 scopus 로고    scopus 로고
    • Although backbonding in M-NHC complexes was initially disregarded, it appears now well-accepted, mainly on the basis of DFT calculations, a For a review on this issue, see: Hu, X, Meyer, K. J. Organomet. Chem. 2005, 690, 5474
    • Although backbonding in M-NHC complexes was initially disregarded, it appears now well-accepted, mainly on the basis of DFT calculations, (a) For a review on this issue, see: Hu, X.; Meyer, K. J. Organomet. Chem. 2005, 690, 5474.


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