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Volumn 125, Issue 4, 2003, Pages 884-885

Protonation and bromination of an osmabenzyne: Reactions leading to the formation of new metallabenzynes

Author keywords

[No Author keywords available]

Indexed keywords

BENZENE DERIVATIVE; BROMINE; METALLABENZYNE DERIVATIVE; OSMABENZYNE DERIVATIVE; UNCLASSIFIED DRUG;

EID: 0037471637     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja029110r     Document Type: Article
Times cited : (90)

References (24)
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    • For additional examples of recent work on metallabenzenes, see: (a) Wu, H. P.; Lanza, S.; Weakley, T. J.; Haley, M. M. Organometallics 2002, 21, 2824. (b) Jacob, V.; Weakley, T. J. R.; Haley, M. M. Angew. Chem., Int. Ed. 2002, 41, 3470. (c) Gilbertson, R. D.; Weakley, T. J. R.; Haley, M. M. J. Am. Chem. Soc. 1999, 121, 2597. (d) Englert, U.; Podewils, F.; Schiffers, I.; Salzer, A. Angew. Chem. Int. Ed. 1998, 37, 2134. (e) Bleeke, J. R.; Behm, R. J. Am. Chem. Soc. 1997, 119, 8503. (f) Bleeke, J. R.; Behm, R.; Xie, Y. F.; Chiang, M. Y.; Robinson, K. D.; Beatty, A. M. Organometallics 1997, 16, 606 and references therein.
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    • For additional examples of recent work on metallabenzenes, see: (a) Wu, H. P.; Lanza, S.; Weakley, T. J.; Haley, M. M. Organometallics 2002, 21, 2824. (b) Jacob, V.; Weakley, T. J. R.; Haley, M. M. Angew. Chem., Int. Ed. 2002, 41, 3470. (c) Gilbertson, R. D.; Weakley, T. J. R.; Haley, M. M. J. Am. Chem. Soc. 1999, 121, 2597. (d) Englert, U.; Podewils, F.; Schiffers, I.; Salzer, A. Angew. Chem. Int. Ed. 1998, 37, 2134. (e) Bleeke, J. R.; Behm, R. J. Am. Chem. Soc. 1997, 119, 8503. (f) Bleeke, J. R.; Behm, R.; Xie, Y. F.; Chiang, M. Y.; Robinson, K. D.; Beatty, A. M. Organometallics 1997, 16, 606 and references therein.
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    • For recent work on benzynes in organic/organometallic synthesis, see for example: (a) Retbøll, M.; Edwards, A. J.; Rae, A. D.; Willis, A. C.; Bennett, M. A.; Wenger, E. J. Am. Chem. Soc. 2002, 124, 8348. (b) Barluenga, J.; Fañanás, F. J.; Sanz, R.; Fernández, Y. Chem Eur. J. 2002, 8, 2034. (c) Kraft, B. M.; Lachicotte, R. J.; Jones, W. D. Organometallics 2002, 21. 727. (d) Johnson, W. T. G.; Cramer, C. J. J. Am. Chem. Soc. 2001, 123, 923. (e) Okuma, K.; Okada, A.; Koga, Y. Yokomori, Y. J. Am. Chem. Soc. 2001, 123, 7166.
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    • For recent work on benzynes in organic/organometallic synthesis, see for example: (a) Retbøll, M.; Edwards, A. J.; Rae, A. D.; Willis, A. C.; Bennett, M. A.; Wenger, E. J. Am. Chem. Soc. 2002, 124, 8348. (b) Barluenga, J.; Fañanás, F. J.; Sanz, R.; Fernández, Y. Chem Eur. J. 2002, 8, 2034. (c) Kraft, B. M.; Lachicotte, R. J.; Jones, W. D. Organometallics 2002, 21. 727. (d) Johnson, W. T. G.; Cramer, C. J. J. Am. Chem. Soc. 2001, 123, 923. (e) Okuma, K.; Okada, A.; Koga, Y. Yokomori, Y. J. Am. Chem. Soc. 2001, 123, 7166.
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    • For recent work on benzynes in organic/organometallic synthesis, see for example: (a) Retbøll, M.; Edwards, A. J.; Rae, A. D.; Willis, A. C.; Bennett, M. A.; Wenger, E. J. Am. Chem. Soc. 2002, 124, 8348. (b) Barluenga, J.; Fañanás, F. J.; Sanz, R.; Fernández, Y. Chem Eur. J. 2002, 8, 2034. (c) Kraft, B. M.; Lachicotte, R. J.; Jones, W. D. Organometallics 2002, 21. 727. (d) Johnson, W. T. G.; Cramer, C. J. J. Am. Chem. Soc. 2001, 123, 923. (e) Okuma, K.; Okada, A.; Koga, Y. Yokomori, Y. J. Am. Chem. Soc. 2001, 123, 7166.
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    • Kraft, B.M.1    Lachicotte, R.J.2    Jones, W.D.3
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    • 0035819642 scopus 로고    scopus 로고
    • For recent work on benzynes in organic/organometallic synthesis, see for example: (a) Retbøll, M.; Edwards, A. J.; Rae, A. D.; Willis, A. C.; Bennett, M. A.; Wenger, E. J. Am. Chem. Soc. 2002, 124, 8348. (b) Barluenga, J.; Fañanás, F. J.; Sanz, R.; Fernández, Y. Chem Eur. J. 2002, 8, 2034. (c) Kraft, B. M.; Lachicotte, R. J.; Jones, W. D. Organometallics 2002, 21. 727. (d) Johnson, W. T. G.; Cramer, C. J. J. Am. Chem. Soc. 2001, 123, 923. (e) Okuma, K.; Okada, A.; Koga, Y. Yokomori, Y. J. Am. Chem. Soc. 2001, 123, 7166.
    • (2001) J. Am. Chem. Soc. , vol.123 , pp. 923
    • Johnson, W.T.G.1    Cramer, C.J.2
  • 16
    • 0034833502 scopus 로고    scopus 로고
    • For recent work on benzynes in organic/organometallic synthesis, see for example: (a) Retbøll, M.; Edwards, A. J.; Rae, A. D.; Willis, A. C.; Bennett, M. A.; Wenger, E. J. Am. Chem. Soc. 2002, 124, 8348. (b) Barluenga, J.; Fañanás, F. J.; Sanz, R.; Fernández, Y. Chem Eur. J. 2002, 8, 2034. (c) Kraft, B. M.; Lachicotte, R. J.; Jones, W. D. Organometallics 2002, 21. 727. (d) Johnson, W. T. G.; Cramer, C. J. J. Am. Chem. Soc. 2001, 123, 923. (e) Okuma, K.; Okada, A.; Koga, Y. Yokomori, Y. J. Am. Chem. Soc. 2001, 123, 7166.
    • (2001) J. Am. Chem. Soc. , vol.123 , pp. 7166
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    • See Supporting Information for the details
    • See Supporting Information for the details.
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    • note
    • In the B3LYP calculations, Lan2dz was used for Os, P, and Cl, while 6-31G was used for all other atoms. Polarization functions were added for Cl (ζ = 0.514), P (ζ = 0.34), and Si (ζ = 0.262).


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