메뉴 건너뛰기




Volumn 39, Issue 20, 1998, Pages 3197-3200

Alkylation methodology for the synthesis of 1,4-disilacyclohexanes using α,α'-dilithiated silanes

Author keywords

[No Author keywords available]

Indexed keywords

1,4 DISILACYCLOHEXANE; BIS[2 (2 LITHIO 1,3 DITHIAN)YL]DIORGANOSILANE; CYCLOHEXANE; HEMPA; SILANE DERIVATIVE; TETRAMETHYLUREA; UNCLASSIFIED DRUG;

EID: 0032516366     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(98)00458-4     Document Type: Article
Times cited : (10)

References (29)
  • 7
    • 0001391988 scopus 로고
    • ed.; D. Barton and W. D. Ollis, Ed.; Pergamon Press: Oxford
    • 2. a) Fleming, I. In Comprehensive Organic Chemistry; ed.; D. Barton and W. D. Ollis, Ed.; Pergamon Press: Oxford, 1979; Vol. 3; pp 541-686;
    • (1979) Comprehensive Organic Chemistry , vol.3 , pp. 541-686
    • Fleming, I.1
  • 8
    • 0001329712 scopus 로고
    • ed.; S. Patai and Z. Rappoport, Ed.; John Wiley & Sons, Inc.: New York
    • b) Bassindale, A. R.; Taylor, P. G. In The Chemistry of Organic Silicon Compounds; ed.; S. Patai and Z. Rappoport, Ed.; John Wiley & Sons, Inc.: New York, 1989; Vol. 2; pp 893-963. Also see, Shimizu, M.; Hata, T.; Hiyama, T. Tetrahedron Lett. 1997, 38, 4591-4594.
    • (1989) The Chemistry of Organic Silicon Compounds , vol.2 , pp. 893-963
    • Bassindale, A.R.1    Taylor, P.G.2
  • 9
    • 0031004434 scopus 로고    scopus 로고
    • b) Bassindale, A. R.; Taylor, P. G. In The Chemistry of Organic Silicon Compounds; ed.; S. Patai and Z. Rappoport, Ed.; John Wiley & Sons, Inc.: New York, 1989; Vol. 2; pp 893-963. Also see, Shimizu, M.; Hata, T.; Hiyama, T. Tetrahedron Lett. 1997, 38, 4591-4594.
    • (1997) Tetrahedron Lett. , vol.38 , pp. 4591-4594
    • Shimizu, M.1    Hata, T.2    Hiyama, T.3
  • 10
    • 0030518905 scopus 로고    scopus 로고
    • 1,4-Disilacyclohexanes with no substituent on the ring carbons were often obtained as minor products (∼30%) in the polymerization of diorganovinylsilane via hydrosilylation
    • 3. 1,1,4,4-Tetrafluoro-1,4-disilacyclohexane was very recently utilized in the study of fluoride ion donor-acceptor system. a) Hoshi, T.; Takahashi, M.; Kira, M. Chem. Lett. 1996, 683-684. 1,4-Disilacyclohexanes with no substituent on the ring carbons were often obtained as minor products (∼30%) in the polymerization of diorganovinylsilane via hydrosilylation.
    • (1996) Chem. Lett. , pp. 683-684
    • Hoshi, T.1    Takahashi, M.2    Kira, M.3
  • 15
    • 0010645422 scopus 로고    scopus 로고
    • note
    • 4. See the preceding paper.
  • 16
    • 0010687507 scopus 로고    scopus 로고
    • note
    • 5. As 3c was consumed completely to give unidentified products, the 1,3-dianion 2 appears to act not as a nucleophile but as a base to cause deprotonation at the bromine-attached carbons.
  • 17
    • 0010731961 scopus 로고    scopus 로고
    • note
    • 6. Bis(2-(1,3-dithian)-yl)dimethylsilane (1) was prepared by silylation of 2-lithio-1,3-dithiane with dichlorodimethylsilane in THF at -78 °C in 67% yield.
  • 22
    • 0010688971 scopus 로고    scopus 로고
    • note
    • 2O to obtain the deutrated 1 in 81% yield (98% d).
  • 23
    • 0010688057 scopus 로고
    • Academic Press: London, Chapter 2
    • 9. Wakefield, B. J. Organolithium Methods; Academic Press: London, 1988; Chapter 2, pp. 2-3.
    • (1988) Organolithium Methods , pp. 2-3
    • Wakefield, B.J.1
  • 24
    • 0010688312 scopus 로고    scopus 로고
    • note
    • 10. The structural formula of 2 does not express the real structure in view of the aggregation and the solvation.
  • 25
    • 0010688449 scopus 로고    scopus 로고
    • note
    • -1, T = 296 K; Of the 6363 reflections which were collected, 6032 were unique (Rint = 0.012). The structure was solved by heavy-atom Patterson methods and expanded using Fourier techniques. The non-hydrogen atoms were refined anisotropically. Hydrogen atoms were included but not refined. The final cycle of full-matrix least-squares refinement was based on 4272 observed reflections {I > 3.00σ(I)} and 271 variable parameters and converged with unweighted and weighted agreement factors of R = 0.038 and Rw = 0.034. All calculations were performed using the teXsan crystallographic software package of Molecular Structure Corporation. Crystallographic data have been deposited with Cambridge Crystallographic Data Centre as supplementary publication no. CCDC-100558.
  • 26
    • 0010645157 scopus 로고    scopus 로고
    • note
    • 12. The twist-boat conformation was also observed in case of 4f as well as 4i.
  • 29
    • 0010645840 scopus 로고    scopus 로고
    • note
    • 15. Reduction with Raney-Ni (W2) resulted in affording a complex mixture.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.