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Volumn 75, Issue 9, 2002, Pages 2031-2041

"Syn-effect" in the isomerization of (E)-α-fluorovinylic sulfones to the corresponding allylic sulfones under basic conditions

Author keywords

[No Author keywords available]

Indexed keywords

CHEMICAL BONDS; ISOMERS; STEREOCHEMISTRY;

EID: 0036393606     PISSN: 00092673     EISSN: None     Source Type: Journal    
DOI: 10.1246/bcsj.75.2031     Document Type: Article
Times cited : (18)

References (28)
  • 1
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    • An interesting theoretical study on the origin of cis-effect in 1,2-difluoroethene was recently reported; T. Yamamoto and S. Tomoda, Chem. Lett., 1997, 1069.
    • (1997) Chem. Lett. , pp. 1069
    • Yamamoto, T.1    Tomoda, S.2
  • 14
    • 2142699160 scopus 로고    scopus 로고
    • note
    • C-C;bent interaction using bent-bond model as shown in Fig. 12.
  • 20
    • 0030590426 scopus 로고    scopus 로고
    • It was reported that the ability of the vinylic fluorine as a hydrogen bond acceptor is weak but not negligible; J. A. K. Howard, V. J. Hoy, D. O'Hangen, and G. T. Smith, Tetrahedron, 52, 12613 (1996).
    • (1996) Tetrahedron , vol.52 , pp. 12613
    • Howard, J.A.K.1    Hoy, V.J.2    O'Hangen, D.3    Smith, G.T.4
  • 21
    • 0001548661 scopus 로고
    • G. Cilento, Chem. Rev., 60, 147 (1960); S. Oae, W. Tagaki, and A. Ohno, Tetrahedron, 20, 417 (1964), and references cited therein.
    • (1960) Chem. Rev. , vol.60 , pp. 147
    • Cilento, G.1
  • 22
    • 0000582804 scopus 로고
    • and references cited therein
    • G. Cilento, Chem. Rev., 60, 147 (1960); S. Oae, W. Tagaki, and A. Ohno, Tetrahedron, 20, 417 (1964), and references cited therein.
    • (1964) Tetrahedron , vol.20 , pp. 417
    • Oae, S.1    Tagaki, W.2    Ohno, A.3
  • 23
    • 2142715057 scopus 로고    scopus 로고
    • note
    • w were 0.049 and 0.061, respectively. Selected bond distances (l/Å) and dihedral angles (φ/°): S1-C8 1.772(3), F1-C8 1.349(3), C8-C9 1.291(4), C9-C10 1.494(4), C9-H8 0.94(3), C10-C11 1.482(6), C10-H9 0.95(4), C10-H10 0.92(4); F1-C8-C9-C10 2.4(5), F1-C8-C9-H8 -177(3), C8-C9-C10-C11 122.0(5), C8-C9-C10-H10 03(3). Crystallographic data have been deposited at the CCDC, 12 Union Road, Cambridge CB2 1EZ, UK and copies can be obtained on request, free of charge, by quoting the publication citation and the deposition numbers CCDC 187882. The data are also deposited as Document No. 75038 at the Office of the Editor of Bull. Chem. Soc. Jpn.
  • 27
    • 33947340154 scopus 로고
    • L. Pauling, "The Nature of the Chemical Bond and the Structure of Molecules and Crystals: An Introduction to Modern Structural Chemistry," 3rd ed, Cornell Univ. Press (1960), Chap. 4, pp. 136-142, and also p. 240; L. Pauling, J. Am. Chem. Soc., 53, 1367 (1931); G. G. Hall and J. Lennard-Jones, Proc. R. Soc. London, Ser A, 205, 357 (1951).
    • (1931) J. Am. Chem. Soc. , vol.53 , pp. 1367
    • Pauling, L.1
  • 28
    • 0040047146 scopus 로고
    • L. Pauling, "The Nature of the Chemical Bond and the Structure of Molecules and Crystals: An Introduction to Modern Structural Chemistry," 3rd ed, Cornell Univ. Press (1960), Chap. 4, pp. 136-142, and also p. 240; L. Pauling, J. Am. Chem. Soc., 53, 1367 (1931); G. G. Hall and J. Lennard-Jones, Proc. R. Soc. London, Ser A, 205, 357 (1951).
    • (1951) Proc. R. Soc. London, Ser A , vol.205 , pp. 357
    • Hall, G.G.1    Lennard-Jones, J.2


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.