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Volumn 693, Issue 11, 2008, Pages 2033-2040

Synthesis of 2-methylidene-1-silacyclohexanes by intramolecular hydrosilylation

Author keywords

Alkyne; Cyclization; Hydrosilylation; Platinum; Vinylsilane

Indexed keywords

CATALYSTS; CYCLIZATION; HYDROSILYLATION; PLATINUM; REGIOSELECTIVITY; SYNTHESIS (CHEMICAL);

EID: 43049134768     PISSN: 0022328X     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.jorganchem.2008.03.007     Document Type: Article
Times cited : (6)

References (52)
  • 31
    • 0001077016 scopus 로고
    • For the preparation of related 2-methylidene-3-phenyl-1-silacyclohexanes, see:
    • For the preparation of related 2-methylidene-3-phenyl-1-silacyclohexanes, see:. Takeyama Y., Nozaki K., Matsumoto K., Oshima K., and Utimoto K. Bull. Chem. Soc. Jpn. 64 (1991) 1461-1466
    • (1991) Bull. Chem. Soc. Jpn. , vol.64 , pp. 1461-1466
    • Takeyama, Y.1    Nozaki, K.2    Matsumoto, K.3    Oshima, K.4    Utimoto, K.5
  • 32
    • 0000240806 scopus 로고
    • For the preparation of 2-formylmethylidene-1-silacycloalkanes, see:
    • For the preparation of 2-formylmethylidene-1-silacycloalkanes, see:. Monteil F., Machuda I., and Alper H. J. Am. Chem. Soc. 117 (1995) 4419-4420
    • (1995) J. Am. Chem. Soc. , vol.117 , pp. 4419-4420
    • Monteil, F.1    Machuda, I.2    Alper, H.3
  • 33
    • 0001004920 scopus 로고
    • 2 in the presence of a sub-stoichiometric quantity of CuI, see
    • 2 in the presence of a sub-stoichiometric quantity of CuI, see. Kunai A., Kawakami T., Toyoda E., and Ishikawa M. Organometallics 11 (1992) 2708-2711
    • (1992) Organometallics , vol.11 , pp. 2708-2711
    • Kunai, A.1    Kawakami, T.2    Toyoda, E.3    Ishikawa, M.4
  • 34
    • 43049097207 scopus 로고    scopus 로고
    • note
    • 1H NMR spectrum of 11 was similar to the one of 9 but it presented an extra singlet at 2.52 ppm, assignable to the acetylenic hydrogen of the second triple bond.
  • 39
    • 43049114622 scopus 로고    scopus 로고
    • note
    • 1H NMR spectrum of this fraction presented different signals between 0.45 and 0.65 ppm which shows the presence of more than one product with a methyl group on the silicon atom, as well as two massifs between 1.50-1.90 and 2.12-2.52 ppm and a singlet at 4.72 ppm. These signals could be attributed to products of general structure:{A figure is presented}
  • 41
    • 43049116551 scopus 로고    scopus 로고
    • note
    • 1H NMR spectrum of the crude product showed the total conversion of the starting material and presented the characteristic signals of this family of products, notably two doublets at 5.14 and 5.45 ppm due to the olefinic protons. In LRMS an ion at m/z = 140, which correspond to the formula weight of the desired product, was obtained.
  • 42
    • 43049148396 scopus 로고    scopus 로고
    • note
    • 1H NMR.
  • 47
    • 43049135565 scopus 로고    scopus 로고
    • note
    • We recently reported the formation of this silacycloheptene by radical cyclization of the corresponding (4-bromobutyl)ethynylsilane, see Ref. [15].
  • 49
    • 43049124209 scopus 로고    scopus 로고
    • note
    • -1, characteristic of alcohols.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.