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Volumn 61, Issue 6, 1996, Pages 2020-2026

Formal transfers of hydride from carbon-hydrogen bonds. Generation of H2 from orthoformamides designed to undergo intramolecular protonolyses of activated carbon-hydrogen bonds

Author keywords

[No Author keywords available]

Indexed keywords

ACIDIC SITES; ANTIPERIPLANAR; BIMOLECULAR REACTION; CARBON-HYDROGEN BOND; GUANIDINIUM; HIGH YIELD; LONE PAIR; PROTONOLYSIS; STRUCTURAL STUDIES;

EID: 0003446628     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo951636p     Document Type: Article
Times cited : (22)

References (50)
  • 14
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    • 2, see: McMurry, J. E.; Lectka, T. J. Am. Chem. Soc. 1993, 115, 10167.
    • 2, see: McMurry, J. E.; Lectka, T. J. Am. Chem. Soc. 1993, 115, 10167.
  • 29
    • 0001192094 scopus 로고    scopus 로고
    • -, see: Bonin, M.; Romero, J. R.; Grierson, D. S.; Husson, H.-P. J. Org. Chem. 1984, 49, 2392.
    • -, see: Bonin, M.; Romero, J. R.; Grierson, D. S.; Husson, H.-P. J. Org. Chem. 1984, 49, 2392.
  • 38
    • 33748393386 scopus 로고    scopus 로고
    • 4 See also: Farrugia, L. J.; Lovatt, P. A.; Peacock, R. D. Acta Crystallogr. 1993, C49, 2164.
    • 4 See also: Farrugia, L. J.; Lovatt, P. A.; Peacock, R. D. Acta Crystallogr. 1993, C49, 2164.
  • 40
    • 0014557314 scopus 로고
    • For reductive decyanations of α-cyanoamines, see
    • For reductive decyanations of α-cyanoamines, see: Yamada, S.-i.; Akimoto, H. Tetrahedron Lett. 1969, 3105.
    • (1969) Tetrahedron Lett , pp. 3105
    • Yamada, S.-I.1    Akimoto, H.2
  • 46
    • 76049124916 scopus 로고
    • Ph.D. Thesis, University of Bristol
    • Mowlam, R. W. Ph.D. Thesis, University of Bristol, 1990.
    • (1990)
    • Mowlam, R.W.1
  • 47
  • 48
    • 37049070683 scopus 로고    scopus 로고
    • 2 from cyclic alkenes are well-known processes. For references, see: Agrafiotis, D. K.; Rzepa, H. S. J. Chem. Soc., Perkin Trans. 2 1989, 367.
    • 2 from cyclic alkenes are well-known processes. For references, see: Agrafiotis, D. K.; Rzepa, H. S. J. Chem. Soc., Perkin Trans. 2 1989, 367.
  • 49
    • 0023156403 scopus 로고    scopus 로고
    • The intense blue color is presumably due to the anion formed by deprotonating (E/Z)-γ-bromocrotononitrile. For a similar observation, see: Fevig, T. L.; Katzenellenbogen, J. A. J. Org. Chem. 1987, 52, 247.
    • The intense blue color is presumably due to the anion formed by deprotonating (E/Z)-γ-bromocrotononitrile. For a similar observation, see: Fevig, T. L.; Katzenellenbogen, J. A. J. Org. Chem. 1987, 52, 247.
  • 50
    • 76049097221 scopus 로고    scopus 로고
    • The authors have deposited X-ray crystallographic data, a description of the structure determination, and tables of atomic coordinates and isotropic thermal parameters, bond lengths and angles, anisotropic thermal parameters, and refined and calculated hydrogen atom coordinates with the Cambridge Crystallographic Data Centre. The data can be obtained, on request, from the Director, Cambridge Crystallographic Data Centre, 12 Union Road, Cambridge CB2 1EZ, UK.
    • The authors have deposited X-ray crystallographic data, a description of the structure determination, and tables of atomic coordinates and isotropic thermal parameters, bond lengths and angles, anisotropic thermal parameters, and refined and calculated hydrogen atom coordinates with the Cambridge Crystallographic Data Centre. The data can be obtained, on request, from the Director, Cambridge Crystallographic Data Centre, 12 Union Road, Cambridge CB2 1EZ, UK.


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