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Volumn 119, Issue 24, 1997, Pages 5628-5637

Evidence for a ring-opening preequilibrium in the exchange reactions of diosmacyclobutanes

Author keywords

[No Author keywords available]

Indexed keywords

2 BUTENE; ACETYLENE DERIVATIVE; ALKENE; CARBON 13; ETHYLENE; OSMIUM DERIVATIVE; PROPYLENE; UNCLASSIFIED DRUG;

EID: 0030761573     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja963533+     Document Type: Article
Times cited : (19)

References (71)
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    • note
    • 1 so they are not necessarily consecutive.
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    • Olefin ligands in four-and six-coordinate mononuclear complexes usually rotate easily about the metal - olefin bond: (a) Alt, H.; Herberhold, M.; Kreiter. C. G.; Strack, H. J. Organomet. Chem. 1974, 77, 353. (b) Segal, J. A.; Johnson, B. F. G. J. Chem. Soc., Dalton Trans. 1975, 677. (c) Albright, T. A.; Hoffmann, R.; Thibeault, J. C.; Thorn, D. L. J. Am. Chem. Soc. 1979, 101, 3801. (d) Mann, B. E. Non-rigidity in Organometallic Compounds. In Comprehensive Organometallic Chemistry; Wilkinson, G., Ed.; Pergamon: Oxford, 1982; Vol. 3, Chapter 20. The osmiums in 4 are effectively six-coordinate.
    • (1974) J. Organomet. Chem. , vol.77 , pp. 353
    • Alt, H.1    Herberhold, M.2    Kreiter, C.G.3    Strack, H.4
  • 6
    • 37049119559 scopus 로고
    • Olefin ligands in four-and six-coordinate mononuclear complexes usually rotate easily about the metal - olefin bond: (a) Alt, H.; Herberhold, M.; Kreiter. C. G.; Strack, H. J. Organomet. Chem. 1974, 77, 353. (b) Segal, J. A.; Johnson, B. F. G. J. Chem. Soc., Dalton Trans. 1975, 677. (c) Albright, T. A.; Hoffmann, R.; Thibeault, J. C.; Thorn, D. L. J. Am. Chem. Soc. 1979, 101, 3801. (d) Mann, B. E. Non-rigidity in Organometallic Compounds. In Comprehensive Organometallic Chemistry; Wilkinson, G., Ed.; Pergamon: Oxford, 1982; Vol. 3, Chapter 20. The osmiums in 4 are effectively six-coordinate.
    • (1975) J. Chem. Soc., Dalton Trans. , pp. 677
    • Segal, J.A.1    Johnson, B.F.G.2
  • 7
    • 0040929108 scopus 로고
    • Olefin ligands in four-and six-coordinate mononuclear complexes usually rotate easily about the metal - olefin bond: (a) Alt, H.; Herberhold, M.; Kreiter. C. G.; Strack, H. J. Organomet. Chem. 1974, 77, 353. (b) Segal, J. A.; Johnson, B. F. G. J. Chem. Soc., Dalton Trans. 1975, 677. (c) Albright, T. A.; Hoffmann, R.; Thibeault, J. C.; Thorn, D. L. J. Am. Chem. Soc. 1979, 101, 3801. (d) Mann, B. E. Non-rigidity in Organometallic Compounds. In Comprehensive Organometallic Chemistry; Wilkinson, G., Ed.; Pergamon: Oxford, 1982; Vol. 3, Chapter 20. The osmiums in 4 are effectively six-coordinate.
    • (1979) J. Am. Chem. Soc. , vol.101 , pp. 3801
    • Albright, T.A.1    Hoffmann, R.2    Thibeault, J.C.3    Thorn, D.L.4
  • 8
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    • Non-rigidity in Organometallic Compounds
    • Wilkinson, G., Ed.; Pergamon: Oxford, Chapter 20. The osmiums in 4 are effectively six-coordinate
    • Olefin ligands in four-and six-coordinate mononuclear complexes usually rotate easily about the metal - olefin bond: (a) Alt, H.; Herberhold, M.; Kreiter. C. G.; Strack, H. J. Organomet. Chem. 1974, 77, 353. (b) Segal, J. A.; Johnson, B. F. G. J. Chem. Soc., Dalton Trans. 1975, 677. (c) Albright, T. A.; Hoffmann, R.; Thibeault, J. C.; Thorn, D. L. J. Am. Chem. Soc. 1979, 101, 3801. (d) Mann, B. E. Non-rigidity in Organometallic Compounds. In Comprehensive Organometallic Chemistry; Wilkinson, G., Ed.; Pergamon: Oxford, 1982; Vol. 3, Chapter 20. The osmiums in 4 are effectively six-coordinate.
    • (1982) Comprehensive Organometallic Chemistry , vol.3
    • Mann, B.E.1
  • 9
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    • Mononuclear complexes of propene are typically more stable than those of trans-2-butene on both electronic and steric grounds: Hartley, F. R. Chem. Rev. 1973, 73, 163-190.
    • (1973) Chem. Rev. , vol.73 , pp. 163-190
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  • 13
    • 1842264833 scopus 로고    scopus 로고
    • note
    • 13C is that of the trans carbonyl.
  • 23
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    • note
    • 17 Differential steric energy contributions, expressed as "δ" in Tables 3 and 4, were obtained by subtracting the molecular mechanics energies of the ethylene analogs from those of the substituted species. δ values are a measure of steric interactions relative to the ethylene case. The relative energies in Tables 3 and 4 were obtained by adding the δ values to the ab initio energies of 1, 12, and 4.
  • 29
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    • note
    • 4.
  • 30
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    • Buncel, E., Lee, E., Eds.; Elsevier: New York, Chapter 3
    • Gajewski, J. J. Isotopes in Organic Chemistry; Buncel, E., Lee, E., Eds.; Elsevier: New York, 1987; Vol. 7; Chapter 3, p 121.
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  • 34
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    • note
    • D would give a less precise KIE.
  • 35
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    • note
    • We note that the KIE measured by Thornton for eq 16 would be slightly greater at the lower temperature of 39°C.
  • 42
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    • note
    • The out-of-plane twisting/tilting mode that becomes a rotational mode when ethylene dissociates from 1 (see ref 24) is preserved during the formation of 4 from 1 ("bridge opening"). Thus the large normal isotope effect calculated for ethylene dissociation from 1 is replaced by an inverse one calculated for isomerization to 4.
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    • 3], have been reported several times (see ref 31). The most complete and reliable assignments have been obtained by inelastic neutron scattering: Jobic, H. J. Mol. Struct. 1985, 131, 167.
    • (1985) J. Mol. Struct. , vol.131 , pp. 167
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    • and references therein
    • (a) Corey, E. J.; Noe, M. C. J. Am. Chem. Soc. 1996, 118, 319-329 and references therein.
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    • Corey, E.J.1    Noe, M.C.2
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    • Biograf was obtained from the BioDesign subsidiary of Molecular Simulations, Inc., 199 S. Los Robles Ave., Suite 540, Pasadena, CA 91101
    • Biograf was obtained from the BioDesign subsidiary of Molecular Simulations, Inc., 199 S. Los Robles Ave., Suite 540, Pasadena, CA 91101.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.