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Volumn 137, Issue 20, 2015, Pages 6496-6499

Nickel-Catalyzed Formation of Fluorine-Containing Ketones via the Selective Cross-Trimerization Reaction of Tetrafluoroethylene, Ethylene, and Aldehydes

Author keywords

[No Author keywords available]

Indexed keywords

ALDEHYDES; CHEMICAL REACTIONS; FLUORINE CONTAINING POLYMERS; KETONES; NICKEL;

EID: 84930221974     PISSN: 00027863     EISSN: 15205126     Source Type: Journal    
DOI: 10.1021/jacs.5b03587     Document Type: Article
Times cited : (61)

References (54)
  • 4
    • 0003314351 scopus 로고    scopus 로고
    • Biomedical Frontiers of Fluorine Chemistry
    • American Chemical Society: Washington, DC
    • Ojima, I., MaCaethy, J. R., Welch, J. T., Eds. Biomedical Frontiers of Fluorine Chemistry; ACS Symposium Series 639; American Chemical Society: Washington, DC, 1996.
    • (1996) ACS Symposium Series , vol.639
    • Ojima, I.1    MaCaethy, J.R.2    Welch, J.T.3
  • 40
  • 47
    • 84930221326 scopus 로고    scopus 로고
    • note
    • Two of them, I and II, were isolated and structurally defined by X-ray diffraction study, whereas the rest has not been isolated. See also refs 3b and 12. Computational details are found in the Supporting Information.
  • 50
    • 84930221327 scopus 로고    scopus 로고
    • note
    • See the Supporting Information for optimization of the catalytic reaction conditions.
  • 51
    • 84930221328 scopus 로고    scopus 로고
    • note
    • Attempts to employ 1-substituted terminal alkenes, such as styrene and 1-hexene, gave no desired cross-trimerization products.
  • 52
    • 84930221329 scopus 로고    scopus 로고
    • note
    • See Supporting Information for details. Although employing ketones in place of aldehydes would be anticipated to form tetrafluorotetrahydro-2 H-pyran derivatives, such attempts except for using PhC(O)CF3 yielded no desired products. Unexpectedly, PhC(O)CF3 gave 1,1,1-trifluoro-2-phenyl-5-hexen-2-ol.
  • 53
    • 84930221330 scopus 로고    scopus 로고
    • note
    • In the presence or absence of 1a, 4 underwent thermolysis at 150°C to yield unidentified products. In addition, treating 4 with 1a in C6D6 at 40°C for 3 h led to the generation of a complicated mixture in which 2a was not contained.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.