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Volumn 14, Issue 17, 2008, Pages 5102-5108

Metal-mediated formation of carbon-halogen bonds

Author keywords

Carbon halogen bonds; Halides; Organometallic chemistry; Reductive elimination; Transition metals

Indexed keywords

ADDITION REACTIONS; CARBON; CHEMICAL REACTIONS; TRANSITION METALS;

EID: 48749097381     PISSN: 09476539     EISSN: 15213765     Source Type: Journal    
DOI: 10.1002/chem.200701738     Document Type: Article
Times cited : (84)

References (83)
  • 2
    • 0003467672 scopus 로고
    • 4th ed, Wiley, New York, and pp
    • b) J. March, Advanced Organic Chemistry, 4th ed., Wiley, New York, 1992, pp.531-534 and pp. 689-694.
    • (1992) Advanced Organic Chemistry
    • March, J.1
  • 3
    • 53849117963 scopus 로고    scopus 로고
    • 87th ed, Taylor & Francis, CRC, Boca Raton
    • CRC Handhook of Chemistry & Physics, 87th ed., Taylor & Francis, CRC, Boca Raton 2006, pp. 9-51.
    • (2006) CRC Handhook of Chemistry & Physics , pp. 9-51
  • 8
    • 53849100497 scopus 로고    scopus 로고
    • Palladium in Organic Synthesis: J. Tsuji, Top. Organomet. Chem. 2005, 14, 1-332.
    • "Palladium in Organic Synthesis": J. Tsuji, Top. Organomet. Chem. 2005, 14, 1-332.
  • 11
    • 33751281236 scopus 로고    scopus 로고
    • b) R. F. Heck, Synlett 2006, 18, 2855-2860;
    • (2006) Synlett , vol.18 , pp. 2855-2860
    • Heck, R.F.1
  • 14
    • 33745395707 scopus 로고    scopus 로고
    • b) J. F. Hartwig, Synlett 2006, 9, 1283-1294.
    • (2006) Synlett , vol.9 , pp. 1283-1294
    • Hartwig, J.F.1
  • 18
    • 13444263825 scopus 로고    scopus 로고
    • Angew. Chem. Int. Ed. 2005, 44, 674-688.
    • (2005) Angew. Chem. Int. Ed , vol.44 , pp. 674-688
  • 20
    • 0037112673 scopus 로고    scopus 로고
    • Angew. Chem. Int. Ed. 2002, 41, 4176-4211;
    • (2002) Angew. Chem. Int. Ed , vol.41 , pp. 4176-4211
  • 23
    • 34250797354 scopus 로고    scopus 로고
    • Angew. Chem. Int. Ed. 2007, 46, 2768-2813;
    • (2007) Angew. Chem. Int. Ed , vol.46 , pp. 2768-2813
  • 24
    • 0024807182 scopus 로고    scopus 로고
    • for early work on catalytic Ar-Cl activation see: Y. Ben-David, M. Portnoy, D. Milstein, J. Am. Chem. Soc. 1989, 111, 8742-8744.
    • d) for early work on catalytic Ar-Cl activation see: Y. Ben-David, M. Portnoy, D. Milstein, J. Am. Chem. Soc. 1989, 111, 8742-8744.
  • 25
    • 53849099117 scopus 로고    scopus 로고
    • In this Concept article, we will try to discuss only the unequivocally confirmed C-X reductive-elimination reactions. Some examples of C-X bond-forming reactions, not necessarily involving the reductive-elimination step, will be described in the end
    • In this Concept article, we will try to discuss only the unequivocally confirmed C-X reductive-elimination reactions. Some examples of C-X bond-forming reactions, not necessarily involving the reductive-elimination step, will be described in the end.
  • 34
    • 53849143776 scopus 로고    scopus 로고
    • 3-Cl reductive elimination was also proposed in: a V. V. Zamashchikov, E. S. Rudakov, S.A. Mitchenko, TM. Pekhtereva, Koord. Khim. 1985, 11, 69-71;
    • 3-Cl reductive elimination was also proposed in: a) V. V. Zamashchikov, E. S. Rudakov, S.A. Mitchenko, TM. Pekhtereva, Koord. Khim. 1985, 11, 69-71;
  • 41
    • 53849083962 scopus 로고    scopus 로고
    • Following the same reaction by P NMR spectrometry revealed the formation of large amounts of an additional product in the reaction mixture. This product is most likely a quaternary phosphonium salt, which was not detected by UV/Vis spectroscopy.
    • Following the same reaction by "P NMR spectrometry revealed the formation of large amounts of an additional product in the reaction mixture. This product is most likely a quaternary phosphonium salt, which was not detected by UV/Vis spectroscopy.
  • 45
    • 0022939609 scopus 로고
    • For a comprehensive report on the Monsanto process see
    • For a comprehensive report on the Monsanto process see: T. W. Dekleva, D. Forster, Adv. Catal. 1986, 34, 81-130.
    • (1986) Adv. Catal , vol.34 , pp. 81-130
    • Dekleva, T.W.1    Forster, D.2
  • 51
    • 34948853914 scopus 로고    scopus 로고
    • The validity of the Ar-F reductive-elimination mechanism in this reaction was recently contested: V. V. Grushin, D. J. Marshall, Organometallics 2007, 26, 4997-5002.
    • The validity of the Ar-F reductive-elimination mechanism in this reaction was recently contested: V. V. Grushin, D. J. Marshall, Organometallics 2007, 26, 4997-5002.
  • 57
    • 53849123143 scopus 로고    scopus 로고
    • R. W. Cockman, E. A. V. Ebsworth, J. H. Holloway, H. Murdoch, N. Robertson, P. G. Watson, in Fluorine Chemistry (Toward the 21 st Century) (Eds.: J. S. Thrasher and S. H. Strauss), ACS, Washington, DC, 1994, Chapter 20, p. 327.
    • R. W. Cockman, E. A. V. Ebsworth, J. H. Holloway, H. Murdoch, N. Robertson, P. G. Watson, in Fluorine Chemistry (Toward the 21 st Century) (Eds.: J. S. Thrasher and S. H. Strauss), ACS, Washington, DC, 1994, Chapter 20, p. 327.
  • 67
    • 37049033864 scopus 로고    scopus 로고
    • IV complex was recently reported: S. R. Whiefield, M.S. Sanford, J. Am. Chem. Soc. 2007, 129, 15142-15143.
    • IV complex was recently reported: S. R. Whiefield, M.S. Sanford, J. Am. Chem. Soc. 2007, 129, 15142-15143.
  • 68
    • 53849122483 scopus 로고    scopus 로고
    • The mechanism of metal-carbon bond cleavage in the presence of electrophiles has been the subject of much controversy. In particular, problems in distinguishing between the oxidative addition/reductive elimination and direct SE2 mechanisms still remain unresolved: a U. Belluco. M. Giustiniani, M. Graziani, J. Am. Chem. Soc. 1967, 89, 6494-6500;
    • E2 mechanisms still remain unresolved: a) U. Belluco. M. Giustiniani, M. Graziani, J. Am. Chem. Soc. 1967, 89, 6494-6500;
  • 72
    • 0001041929 scopus 로고    scopus 로고
    • There still can be important differences in the reactivity of similar Pd and Pt complexes: A. F. M. J. van der Ploeg, G. van Koten, K. Vrieze, J. Organomet. Chem. 1981, 222, 155-174.
    • There still can be important differences in the reactivity of similar Pd and Pt complexes: A. F. M. J. van der Ploeg, G. van Koten, K. Vrieze, J. Organomet. Chem. 1981, 222, 155-174.
  • 75
    • 18044378817 scopus 로고    scopus 로고
    • Angew. Chem. Int. Ed. 2005, 44, 2324-2327;
    • (2005) Angew. Chem. Int. Ed , vol.44 , pp. 2324-2327


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.