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Volumn , Issue 18, 2007, Pages 2853-2861

Catalytic activities of a bis(carbene)-derived nickel(II)-pincer complex in Kumada-Tamao-Corriu and Suzuki-Miyaura coupling reactions for the synthesis of biaryl compounds

Author keywords

Kumada Tamao Corriu coupling; N heterocyclic carbenes; Nickel; Pincer ligands; Suzuki Miyaura coupling

Indexed keywords

CATALYST ACTIVITY; COMPLEXATION; NICKEL COMPOUNDS; REACTION KINETICS;

EID: 34948816586     PISSN: 00397881     EISSN: None     Source Type: Journal    
DOI: 10.1055/s-2007-983845     Document Type: Article
Times cited : (77)

References (47)
  • 5
    • 20544450502 scopus 로고    scopus 로고
    • There are a number of books for Pd- and Ni-catalyzed cross-coupling reactions, see:, 2nd ed, Wiley-VCH: Weinheim
    • There are a number of books for Pd- and Ni-catalyzed cross-coupling reactions, see: de Meijere, A.; Diederich, F. Metal-Catalyzed Cross-Coupling Reactions, 2nd ed.; Wiley-VCH: Weinheim, 2004.
    • (2004) Metal-Catalyzed Cross-Coupling Reactions
    • de Meijere, A.1    Diederich, F.2
  • 9
    • 0003085584 scopus 로고    scopus 로고
    • For C-F bond activation by nickel (selected references), see: (a) Kiso, Y.; Tamao, K.; Kumada, M. J. Organomet. Chem. 1973, 50, C12.
    • For C-F bond activation by nickel (selected references), see: (a) Kiso, Y.; Tamao, K.; Kumada, M. J. Organomet. Chem. 1973, 50, C12.
  • 17
    • 0037442333 scopus 로고    scopus 로고
    • For C-F bond activation by palladium (selected references), see: (a) Kim, Y. M.; Yu, S. J. Am. Chem. Soc. 2003, 125, 1696.
    • For C-F bond activation by palladium (selected references), see: (a) Kim, Y. M.; Yu, S. J. Am. Chem. Soc. 2003, 125, 1696.
  • 24
    • 33746600280 scopus 로고    scopus 로고
    • Compared to the Pd/NHC system, there are only a few reports on Ni/NHC system catalyzed coupling reactions, for example: (a) For Grignard coupling, see: Matsubara, K.; Ueno, K.; Shibata, Y. Organometallics 2006, 25, 3422.
    • Compared to the Pd/NHC system, there are only a few reports on Ni/NHC system catalyzed coupling reactions, for example: (a) For Grignard coupling, see: Matsubara, K.; Ueno, K.; Shibata, Y. Organometallics 2006, 25, 3422.
  • 30
    • 9644254490 scopus 로고    scopus 로고
    • For reviews on NHC-derived metal-pincer complexes, see: a
    • For reviews on NHC-derived metal-pincer complexes, see: (a) Peris, E.; Crabtree, R. H. Coord. Chem. Rev. 2004, 248, 2239.
    • (2004) Coord. Chem. Rev , vol.248 , pp. 2239
    • Peris, E.1    Crabtree, R.H.2
  • 32
    • 0000064895 scopus 로고    scopus 로고
    • Compared to Pd-pincer complexes, reports on the synthesis and catalytic activities of Ni-pincer complexes are much rarer, for example: (a) For NCN-type, see: Gossage, R. A.; van de Kuil, L. A.; van Koten, G. Acc. Chem. Res. 1998, 31, 423; and references therein.
    • Compared to Pd-pincer complexes, reports on the synthesis and catalytic activities of Ni-pincer complexes are much rarer, for example: (a) For NCN-type, see: Gossage, R. A.; van de Kuil, L. A.; van Koten, G. Acc. Chem. Res. 1998, 31, 423; and references therein.
  • 35
    • 34948839228 scopus 로고    scopus 로고
    • Preliminary results on nickelacycle 1 catalyzed Suzuki-Miyaura coupling has been reported previously, see reference 15.
    • Preliminary results on nickelacycle 1 catalyzed Suzuki-Miyaura coupling has been reported previously, see reference 15.
  • 36
    • 34948868659 scopus 로고    scopus 로고
    • For preparation of nickelacycle 1, see reference 15.
    • For preparation of nickelacycle 1, see reference 15.
  • 37
    • 34948834012 scopus 로고    scopus 로고
    • 8b the rate of this reaction with nickelacycle 1 is considerably slower.
    • 8b the rate of this reaction with nickelacycle 1 is considerably slower.
  • 38
    • 34948859905 scopus 로고    scopus 로고
    • Herrmann proposed a polar reaction mechanism with his system in the Grignard couplings of aryl fluorides.8b
    • 8b
  • 39
    • 34249995771 scopus 로고    scopus 로고
    • Involvement of a SET (single electron transfer) mechanism in the Grignard couplings of aryl chlorides in the presence of amido pincer complexes of nickel was suggested recently, see: Wang, Z.-X.; Wang, L. Chem. Commun. 2007, 2423.
    • (c) Involvement of a SET (single electron transfer) mechanism in the Grignard couplings of aryl chlorides in the presence of amido pincer complexes of nickel was suggested recently, see: Wang, Z.-X.; Wang, L. Chem. Commun. 2007, 2423.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.