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Volumn 64, Issue 15, 1999, Pages 5677-5681

Debrominations of vic-dibromides with diorganotellurides. 3. Rate constants, eyring and arrhenius activation parameters, and mechanistic implications

Author keywords

[No Author keywords available]

Indexed keywords

ALKENE; BROMIDE; BROMINE; CARBON; HALIDE; ORGANOTELLURIUM DERIVATIVE; REAGENT;

EID: 0033597745     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo990332q     Document Type: Article
Times cited : (17)

References (24)
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    • (1960) Tetrahedron Lett. , Issue.15 , pp. 5-8
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    • With tellurium reagents: (a) Campos, M. d. M.; Petragnani, N.; Thomé, C. Tetrahedron Lett. 1960, (15), 5-8. (b) Campos, M. M.; Petragnani, N. Chem. Ber. 1961, 94, 1759. (c) Ramasamy, K.; Kalyanasundarani, S. K.; Shammugan, P. Synthesis 1978, 311. (d) Engman, L. Tetrahedron Lett. 1982, 23, 3601. (e) Suzuki, H.; Inouye, M. Chem. Lett. 1985, 225. (f) Huang, X.; Hou, Yu Q. Synth. Commun. 1988, 18, 2201. (g) Li, C. J.; Harpp, D. N. Tetrahedron Lett. 1990, 31, 6291. (h) Barton, D. H. R.; McCombie, S. W. J. Chem. Soc., Perkin Trans. 1 1975, 1674. (i) Barton, D. H. R.; Bohe, L.; Lusinchi, X. Tetrahedron Lett. 1987, 28, 6609. (j) Desilva, K. G. K.; Monsef-Mirzai, Z.; McWhinnie, W. R. J. Chem. Soc., Dalton Trans. 1983, 2143.
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    • With tellurium reagents: (a) Campos, M. d. M.; Petragnani, N.; Thomé, C. Tetrahedron Lett. 1960, (15), 5-8. (b) Campos, M. M.; Petragnani, N. Chem. Ber. 1961, 94, 1759. (c) Ramasamy, K.; Kalyanasundarani, S. K.; Shammugan, P. Synthesis 1978, 311. (d) Engman, L. Tetrahedron Lett. 1982, 23, 3601. (e) Suzuki, H.; Inouye, M. Chem. Lett. 1985, 225. (f) Huang, X.; Hou, Yu Q. Synth. Commun. 1988, 18, 2201. (g) Li, C. J.; Harpp, D. N. Tetrahedron Lett. 1990, 31, 6291. (h) Barton, D. H. R.; McCombie, S. W. J. Chem. Soc., Perkin Trans. 1 1975, 1674. (i) Barton, D. H. R.; Bohe, L.; Lusinchi, X. Tetrahedron Lett. 1987, 28, 6609. (j) Desilva, K. G. K.; Monsef-Mirzai, Z.; McWhinnie, W. R. J. Chem. Soc., Dalton Trans. 1983, 2143.
    • (1978) Synthesis , pp. 311
    • Ramasamy, K.1    Kalyanasundarani, S.K.2    Shammugan, P.3
  • 7
    • 0343903149 scopus 로고
    • With tellurium reagents: (a) Campos, M. d. M.; Petragnani, N.; Thomé, C. Tetrahedron Lett. 1960, (15), 5-8. (b) Campos, M. M.; Petragnani, N. Chem. Ber. 1961, 94, 1759. (c) Ramasamy, K.; Kalyanasundarani, S. K.; Shammugan, P. Synthesis 1978, 311. (d) Engman, L. Tetrahedron Lett. 1982, 23, 3601. (e) Suzuki, H.; Inouye, M. Chem. Lett. 1985, 225. (f) Huang, X.; Hou, Yu Q. Synth. Commun. 1988, 18, 2201. (g) Li, C. J.; Harpp, D. N. Tetrahedron Lett. 1990, 31, 6291. (h) Barton, D. H. R.; McCombie, S. W. J. Chem. Soc., Perkin Trans. 1 1975, 1674. (i) Barton, D. H. R.; Bohe, L.; Lusinchi, X. Tetrahedron Lett. 1987, 28, 6609. (j) Desilva, K. G. K.; Monsef-Mirzai, Z.; McWhinnie, W. R. J. Chem. Soc., Dalton Trans. 1983, 2143.
    • (1982) Tetrahedron Lett. , vol.23 , pp. 3601
    • Engman, L.1
  • 8
    • 0345276359 scopus 로고
    • With tellurium reagents: (a) Campos, M. d. M.; Petragnani, N.; Thomé, C. Tetrahedron Lett. 1960, (15), 5-8. (b) Campos, M. M.; Petragnani, N. Chem. Ber. 1961, 94, 1759. (c) Ramasamy, K.; Kalyanasundarani, S. K.; Shammugan, P. Synthesis 1978, 311. (d) Engman, L. Tetrahedron Lett. 1982, 23, 3601. (e) Suzuki, H.; Inouye, M. Chem. Lett. 1985, 225. (f) Huang, X.; Hou, Yu Q. Synth. Commun. 1988, 18, 2201. (g) Li, C. J.; Harpp, D. N. Tetrahedron Lett. 1990, 31, 6291. (h) Barton, D. H. R.; McCombie, S. W. J. Chem. Soc., Perkin Trans. 1 1975, 1674. (i) Barton, D. H. R.; Bohe, L.; Lusinchi, X. Tetrahedron Lett. 1987, 28, 6609. (j) Desilva, K. G. K.; Monsef-Mirzai, Z.; McWhinnie, W. R. J. Chem. Soc., Dalton Trans. 1983, 2143.
    • (1985) Chem. Lett. , pp. 225
    • Suzuki, H.1    Inouye, M.2
  • 9
    • 0344844956 scopus 로고
    • With tellurium reagents: (a) Campos, M. d. M.; Petragnani, N.; Thomé, C. Tetrahedron Lett. 1960, (15), 5-8. (b) Campos, M. M.; Petragnani, N. Chem. Ber. 1961, 94, 1759. (c) Ramasamy, K.; Kalyanasundarani, S. K.; Shammugan, P. Synthesis 1978, 311. (d) Engman, L. Tetrahedron Lett. 1982, 23, 3601. (e) Suzuki, H.; Inouye, M. Chem. Lett. 1985, 225. (f) Huang, X.; Hou, Yu Q. Synth. Commun. 1988, 18, 2201. (g) Li, C. J.; Harpp, D. N. Tetrahedron Lett. 1990, 31, 6291. (h) Barton, D. H. R.; McCombie, S. W. J. Chem. Soc., Perkin Trans. 1 1975, 1674. (i) Barton, D. H. R.; Bohe, L.; Lusinchi, X. Tetrahedron Lett. 1987, 28, 6609. (j) Desilva, K. G. K.; Monsef-Mirzai, Z.; McWhinnie, W. R. J. Chem. Soc., Dalton Trans. 1983, 2143.
    • (1988) Synth. Commun. , vol.18 , pp. 2201
    • Huang, X.1    Hou, Yu.Q.2
  • 10
    • 0025187884 scopus 로고
    • With tellurium reagents: (a) Campos, M. d. M.; Petragnani, N.; Thomé, C. Tetrahedron Lett. 1960, (15), 5-8. (b) Campos, M. M.; Petragnani, N. Chem. Ber. 1961, 94, 1759. (c) Ramasamy, K.; Kalyanasundarani, S. K.; Shammugan, P. Synthesis 1978, 311. (d) Engman, L. Tetrahedron Lett. 1982, 23, 3601. (e) Suzuki, H.; Inouye, M. Chem. Lett. 1985, 225. (f) Huang, X.; Hou, Yu Q. Synth. Commun. 1988, 18, 2201. (g) Li, C. J.; Harpp, D. N. Tetrahedron Lett. 1990, 31, 6291. (h) Barton, D. H. R.; McCombie, S. W. J. Chem. Soc., Perkin Trans. 1 1975, 1674. (i) Barton, D. H. R.; Bohe, L.; Lusinchi, X. Tetrahedron Lett. 1987, 28, 6609. (j) Desilva, K. G. K.; Monsef-Mirzai, Z.; McWhinnie, W. R. J. Chem. Soc., Dalton Trans. 1983, 2143.
    • (1990) Tetrahedron Lett. , vol.31 , pp. 6291
    • Li, C.J.1    Harpp, D.N.2
  • 11
    • 0345708024 scopus 로고
    • With tellurium reagents: (a) Campos, M. d. M.; Petragnani, N.; Thomé, C. Tetrahedron Lett. 1960, (15), 5-8. (b) Campos, M. M.; Petragnani, N. Chem. Ber. 1961, 94, 1759. (c) Ramasamy, K.; Kalyanasundarani, S. K.; Shammugan, P. Synthesis 1978, 311. (d) Engman, L. Tetrahedron Lett. 1982, 23, 3601. (e) Suzuki, H.; Inouye, M. Chem. Lett. 1985, 225. (f) Huang, X.; Hou, Yu Q. Synth. Commun. 1988, 18, 2201. (g) Li, C. J.; Harpp, D. N. Tetrahedron Lett. 1990, 31, 6291. (h) Barton, D. H. R.; McCombie, S. W. J. Chem. Soc., Perkin Trans. 1 1975, 1674. (i) Barton, D. H. R.; Bohe, L.; Lusinchi, X. Tetrahedron Lett. 1987, 28, 6609. (j) Desilva, K. G. K.; Monsef-Mirzai, Z.; McWhinnie, W. R. J. Chem. Soc., Dalton Trans. 1983, 2143.
    • (1975) J. Chem. Soc., Perkin Trans. 1 , pp. 1674
    • Barton, D.H.R.1    McCombie, S.W.2
  • 12
    • 0345276354 scopus 로고
    • With tellurium reagents: (a) Campos, M. d. M.; Petragnani, N.; Thomé, C. Tetrahedron Lett. 1960, (15), 5-8. (b) Campos, M. M.; Petragnani, N. Chem. Ber. 1961, 94, 1759. (c) Ramasamy, K.; Kalyanasundarani, S. K.; Shammugan, P. Synthesis 1978, 311. (d) Engman, L. Tetrahedron Lett. 1982, 23, 3601. (e) Suzuki, H.; Inouye, M. Chem. Lett. 1985, 225. (f) Huang, X.; Hou, Yu Q. Synth. Commun. 1988, 18, 2201. (g) Li, C. J.; Harpp, D. N. Tetrahedron Lett. 1990, 31, 6291. (h) Barton, D. H. R.; McCombie, S. W. J. Chem. Soc., Perkin Trans. 1 1975, 1674. (i) Barton, D. H. R.; Bohe, L.; Lusinchi, X. Tetrahedron Lett. 1987, 28, 6609. (j) Desilva, K. G. K.; Monsef-Mirzai, Z.; McWhinnie, W. R. J. Chem. Soc., Dalton Trans. 1983, 2143.
    • (1987) Tetrahedron Lett. , vol.28 , pp. 6609
    • Barton, D.H.R.1    Bohe, L.2    Lusinchi, X.3
  • 13
    • 37049091150 scopus 로고
    • With tellurium reagents: (a) Campos, M. d. M.; Petragnani, N.; Thomé, C. Tetrahedron Lett. 1960, (15), 5-8. (b) Campos, M. M.; Petragnani, N. Chem. Ber. 1961, 94, 1759. (c) Ramasamy, K.; Kalyanasundarani, S. K.; Shammugan, P. Synthesis 1978, 311. (d) Engman, L. Tetrahedron Lett. 1982, 23, 3601. (e) Suzuki, H.; Inouye, M. Chem. Lett. 1985, 225. (f) Huang, X.; Hou, Yu Q. Synth. Commun. 1988, 18, 2201. (g) Li, C. J.; Harpp, D. N. Tetrahedron Lett. 1990, 31, 6291. (h) Barton, D. H. R.; McCombie, S. W. J. Chem. Soc., Perkin Trans. 1 1975, 1674. (i) Barton, D. H. R.; Bohe, L.; Lusinchi, X. Tetrahedron Lett. 1987, 28, 6609. (j) Desilva, K. G. K.; Monsef-Mirzai, Z.; McWhinnie, W. R. J. Chem. Soc., Dalton Trans. 1983, 2143.
    • (1983) J. Chem. Soc., Dalton Trans. , pp. 2143
    • Desilva, K.G.K.1    Monsef-Mirzai, Z.2    McWhinnie, W.R.3
  • 17
    • 0004214539 scopus 로고
    • Wiley: New York, Chapter 7
    • (a) Olah, G. Halonium Ions; Wiley: New York, 1975; Chapter 7.
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