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Volumn 127, Issue 13, 2005, Pages 4685-4696

Catalysts for Suzuki-Miyaura coupling processes: Scope and studies of the effect of ligand structure

Author keywords

[No Author keywords available]

Indexed keywords

AROMATIC COMPOUNDS; CHEMICAL BONDS; COMPUTATIONAL METHODS; HALIDE MINERALS; ORGANIC ACIDS; REACTION KINETICS; STRUCTURE (COMPOSITION);

EID: 16844367937     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja042491j     Document Type: Article
Times cited : (1637)

References (108)
  • 3
    • 16844384785 scopus 로고    scopus 로고
    • Diederich, F., Stang, P. J., Eds.; Wiley-VCH: Weinheim, Germany; Chapter 2
    • (b) Suzuki, A. In Metal-Catalyzed Cross-Coupling Reactions; Diederich, F., Stang, P. J., Eds.; Wiley-VCH: Weinheim, Germany, 1998; Chapter 2.
    • (1998) Metal-Catalyzed Cross-Coupling Reactions
    • Suzuki, A.1
  • 9
    • 0037112673 scopus 로고    scopus 로고
    • For a review on Pd-catalyzed couplings of aryl chlorides, see: Littke, A. F.; Fu, G. C. Angew. Chem., Int. Ed. 2002, 41, 4176-4211.
    • (2002) Angew. Chem., Int. Ed. , vol.41 , pp. 4176-4211
    • Littke, A.F.1    Fu, G.C.2
  • 58
  • 64
    • 0004181436 scopus 로고
    • Academic Press: New York, New York
    • Onak, T. Organoborane Chemistry; Academic Press: New York, New York 1975.
    • (1975) Organoborane Chemistry
    • Onak, T.1
  • 66
    • 16844369766 scopus 로고    scopus 로고
    • note
    • We were under the impression that studies were conducted demonstrating the necessity of water for the efficient coupling of aryl boronate esters. We were, however, unable to locate any reports directly illustrating this theory.
  • 74
    • 0035844667 scopus 로고    scopus 로고
    • Electron-poor arylboronic acids are less nucleophilic and undergo trans-metalation at a slower rate than electron-neutral and -rich arylboronic acids. Additionally, electron-poor boronic acids are prone to homocoupling. For a recent report, see: Wong, M. S.; Zhang, X. L. Tetrahedron Lett. 2001, 42, 4087-4089. Electron-poor arylboronic acids are more susceptible to metal-catalyzed protodeboronation. For a report, see: Kuivila, H. G.; Reuwer, J. F.; Mangravite, J. A. J. Am. Chem. Soc. 1964, 86, 2666-2670.
    • (2001) Tetrahedron Lett. , vol.42 , pp. 4087-4089
    • Wong, M.S.1    Zhang, X.L.2
  • 75
    • 33947490422 scopus 로고
    • Electron-poor arylboronic acids are less nucleophilic and undergo trans-metalation at a slower rate than electron-neutral and -rich arylboronic acids. Additionally, electron-poor boronic acids are prone to homocoupling. For a recent report, see: Wong, M. S.; Zhang, X. L. Tetrahedron Lett. 2001, 42, 4087-4089. Electron-poor arylboronic acids are more susceptible to metal-catalyzed protodeboronation. For a report, see: Kuivila, H. G.; Reuwer, J. F.; Mangravite, J. A. J. Am. Chem. Soc. 1964, 86, 2666-2670.
    • (1964) J. Am. Chem. Soc. , vol.86 , pp. 2666-2670
    • Kuivila, H.G.1    Reuwer, J.F.2    Mangravite, J.A.3
  • 80
    • 16844365582 scopus 로고    scopus 로고
    • note
    • Prices from Sigma-Aldrich Co.: 2,3-difluorophenylboronic acid, $52.40/5 g; 4-fluorophenylboronic acid, $16.20/g.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.