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Volumn 24, Issue 26, 2005, Pages 6440-6444

Mechanistic studies of Fujiwara hydroarylation. C-H activation versus electrophilic aromatic substitution

Author keywords

[No Author keywords available]

Indexed keywords

C-H ACTIVATION; FUJIWARA HYDROARYLATION; KIE;

EID: 30344442774     PISSN: 02767333     EISSN: None     Source Type: Journal    
DOI: 10.1021/om0507225     Document Type: Article
Times cited : (160)

References (86)
  • 17
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    • Theoretical treatment of C-H activation at electrophilic Pt centers: (a) Siegbahn, P. E. M.; Crabtree, R. H. J. Am. Chem. Soc. 1996, 778, 4442-4450.
    • (1996) J. Am. Chem. Soc. , vol.778 , pp. 4442-4450
    • Siegbahn, P.E.M.1    Crabtree, R.H.2
  • 42
    • 30344447746 scopus 로고    scopus 로고
    • note
    • We use the term C-H activation as a generic term encompassing all mechanisms by which a C-H bond is transformed into a C-M bond.
  • 45
    • 0003467672 scopus 로고
    • Wiley: New York
    • 3-mediated hydroarylation, but the scope of the reaction is extremely limited. March, J, Advanced Organic Chemistry, 4th ed.; Wiley: New York, 1992; p 535.
    • (1992) Advanced Organic Chemistry, 4th Ed. , pp. 535
    • March, J.1
  • 49
    • 30344435359 scopus 로고    scopus 로고
    • note
    • 6e
  • 58
    • 0003937934 scopus 로고
    • John Wiley & Sons: New York
    • Electrophilic aromatic substitution by carbon electrophiles does not generally exhibit a primary isotope effect because proton transfer from the Wheland intermediate D is fast. Taylor, R. Electrophilic Aromatic Substitution; John Wiley & Sons: New York, 1990.
    • (1990) Electrophilic Aromatic Substitution
    • Taylor, R.1
  • 59
    • 0000632482 scopus 로고
    • For a more complete analysis of the factors that effect secondary isotope effects in electrophilic aromatic substitution see: Olah, G. A.; Kuhn, S. J.; Flood, S. H. J. Am. Chem. Soc. 1962, 84, 1688-1695.
    • (1962) J. Am. Chem. Soc. , vol.84 , pp. 1688-1695
    • Olah, G.A.1    Kuhn, S.J.2    Flood, S.H.3
  • 62
    • 30344467009 scopus 로고    scopus 로고
    • note
    • See Supporting Information for details.
  • 64
    • 30344484319 scopus 로고
    • For examples of electrophilic aromatic substitutions that exhibit inverse KIEs see: (a) Nakane, R.; Kurihara, O.; Takematsu, A. J. Org. Chem. 1971, 19, 2753-2756.
    • (1971) J. Org. Chem. , vol.19 , pp. 2753-2756
    • Nakane, R.1    Kurihara, O.2    Takematsu, A.3
  • 68
    • 30344446726 scopus 로고    scopus 로고
    • note
    • 2D was reproduced three times.
  • 70
    • 30344468206 scopus 로고    scopus 로고
    • note
    • + is observed to form at a rate similar to the rate of cyclization.
  • 81
  • 85
    • 30344441199 scopus 로고    scopus 로고
    • note
    • 31


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.