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Volumn 30, Issue 7, 2011, Pages 1776-1779

Gold and rhodium transmetalation: Mechanistic insights and dual-metal reactivity

Author keywords

[No Author keywords available]

Indexed keywords

AMBIENT TEMPERATURES; C-H ACTIVATION; CONJUGATE ADDITION; LIGAND DISSOCIATION; ORGANOGOLD COMPOUNDS; REDUCTIVE ELIMINATION; SYNTHETIC APPLICATION; TRANSMETALATION; TRANSMETALATION REACTION;

EID: 79953675414     PISSN: 02767333     EISSN: 15206041     Source Type: Journal    
DOI: 10.1021/om2001316     Document Type: Article
Times cited : (39)

References (53)
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    • For transition-metal-catalyzed functionalization of organogold(I) complexes, see
    • For transition-metal-catalyzed functionalization of organogold(I) complexes, see: Shi, Y.; Roth, K. E.; Ramgren, S. D.; Blum, S. A. J. Am. Chem. Soc. 2009, 121, 18022
    • (2009) J. Am. Chem. Soc. , vol.121 , pp. 18022
    • Shi, Y.1    Roth, K.E.2    Ramgren, S.D.3    Blum, S.A.4
  • 19
    • 51049105959 scopus 로고    scopus 로고
    • For reviews of organogold intermediates in catalysis see
    • For reviews of organogold intermediates in catalysis see: Gorin, D. J.; Sherry, B. D.; Toste, F. D. Chem. Rev. 2008, 108, 3351
    • (2008) Chem. Rev. , vol.108 , pp. 3351
    • Gorin, D.J.1    Sherry, B.D.2    Toste, F.D.3
  • 24
    • 79953674707 scopus 로고    scopus 로고
    • Treatment of 1 with 2a under wet solvent and ambient conditions gave 3a in 69% yield. This yield is comparable to that when the reaction was conducted in an inert-atmosphere glovebox (eq 1).
    • Treatment of 1 with 2a under wet solvent and ambient conditions gave 3a in 69% yield. This yield is comparable to that when the reaction was conducted in an inert-atmosphere glovebox (eq 1).
  • 25
    • 33845471641 scopus 로고
    • 1H NMR spectroscopy of organorhodium complex 3a was consistent with behavior previously reported for an analogous complex: See the Supporting Information for details
    • 1H NMR spectroscopy of organorhodium complex 3a was consistent with behavior previously reported for an analogous complex: Jones, W. D.; Feher, F. J. Inorg. Chem. 1984, 23, 2376 See the Supporting Information for details
    • (1984) Inorg. Chem. , vol.23 , pp. 2376
    • Jones, W.D.1    Feher, F.J.2
  • 27
  • 29
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    • For examples of various mechanisms of transmetalation see
    • For examples of various mechanisms of transmetalation see: Zhao, P.; Incarvito, C. D.; Hartwig, J. F. J. Am. Chem. Soc. 2007, 129, 1876
    • (2007) J. Am. Chem. Soc. , vol.129 , pp. 1876
    • Zhao, P.1    Incarvito, C.D.2    Hartwig, J.F.3
  • 35
    • 79953683038 scopus 로고    scopus 로고
    • Other mechanisms and transition states could be possible
    • Other mechanisms and transition states could be possible.
  • 36
    • 0000131734 scopus 로고
    • Phosphine ligand dissociation prior to transmetalation has been reported for the Stille cross-coupling; see
    • Phosphine ligand dissociation prior to transmetalation has been reported for the Stille cross-coupling; see: Farina, V.; Krishnan, B. J. Am. Chem. Soc. 1991, 113, 9585
    • (1991) J. Am. Chem. Soc. , vol.113 , pp. 9585
    • Farina, V.1    Krishnan, B.2
  • 44
    • 79953694709 scopus 로고    scopus 로고
    • note
    • A kinetic reason cannot be ruled out at this time.
  • 47
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    • Perhaps because coordination of phosphine alters the sterochemical arrangement of ligands on the rhodium center prior to cis reductive elimination; see
    • Perhaps because coordination of phosphine alters the sterochemical arrangement of ligands on the rhodium center prior to cis reductive elimination; see: Milstein, D. Acc. Chem. Res. 1984, 17, 221
    • (1984) Acc. Chem. Res. , vol.17 , pp. 221
    • Milstein, D.1
  • 50
    • 67749110130 scopus 로고    scopus 로고
    • For examples of isolable organogold intermediates generated via rearrangement, see
    • For examples of isolable organogold intermediates generated via rearrangement, see: Liu, L.-P.; Xu, B.; Mashuta, M. S.; Hammond, G. B. J. Am. Chem. Soc. 2008, 130, 17642
    • (2008) J. Am. Chem. Soc. , vol.130 , pp. 17642
    • Liu, L.-P.1    Xu, B.2    Mashuta, M.S.3    Hammond, G.B.4


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.