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Volumn 17, Issue 6, 1998, Pages 1085-1091

Formation of novel ansa-carborane-alkoxide complexes by carbonylation of (C5Me5)(η5-C2B9H 11)TiMe

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EID: 0001584587     PISSN: 02767333     EISSN: None     Source Type: Journal    
DOI: 10.1021/om970962n     Document Type: Article
Times cited : (35)

References (57)
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    • For analogous Zr and Hf chemistry, see: (b) Crowther, D. J.; Swenson, D. C.; Jordan, R. F. J. Am. Chem. Soc. 1995, 117, 10403. (c) Crowther, D. J.; Baenziger, N. C.; Jordan, R. F. J. Am. Chem. Soc. 1991, 113, 1455. (d) Crowther, D. J.; Jordan, R. F. Makromol. Chem., Macromol. Symp. 1993, 66, 121. (e) Yoshida, M.; Crowther, D. J.; Jordan, R. F. Organometallics 1997, 16, 1349. (f) Yoshida, M.; Jordan, R. F. Organometallics 1997, 16, 4508.
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    • For analogous Zr and Hf chemistry, see: (b) Crowther, D. J.; Swenson, D. C.; Jordan, R. F. J. Am. Chem. Soc. 1995, 117, 10403. (c) Crowther, D. J.; Baenziger, N. C.; Jordan, R. F. J. Am. Chem. Soc. 1991, 113, 1455. (d) Crowther, D. J.; Jordan, R. F. Makromol. Chem., Macromol. Symp. 1993, 66, 121. (e) Yoshida, M.; Crowther, D. J.; Jordan, R. F. Organometallics 1997, 16, 1349. (f) Yoshida, M.; Jordan, R. F. Organometallics 1997, 16, 4508.
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    • For analogous Zr and Hf chemistry, see: (b) Crowther, D. J.; Swenson, D. C.; Jordan, R. F. J. Am. Chem. Soc. 1995, 117, 10403. (c) Crowther, D. J.; Baenziger, N. C.; Jordan, R. F. J. Am. Chem. Soc. 1991, 113, 1455. (d) Crowther, D. J.; Jordan, R. F. Makromol. Chem., Macromol. Symp. 1993, 66, 121. (e) Yoshida, M.; Crowther, D. J.; Jordan, R. F. Organometallics 1997, 16, 1349. (f) Yoshida, M.; Jordan, R. F. Organometallics 1997, 16, 4508.
    • (1997) Organometallics , vol.16 , pp. 1349
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    • For analogous Zr and Hf chemistry, see: (b) Crowther, D. J.; Swenson, D. C.; Jordan, R. F. J. Am. Chem. Soc. 1995, 117, 10403. (c) Crowther, D. J.; Baenziger, N. C.; Jordan, R. F. J. Am. Chem. Soc. 1991, 113, 1455. (d) Crowther, D. J.; Jordan, R. F. Makromol. Chem., Macromol. Symp. 1993, 66, 121. (e) Yoshida, M.; Crowther, D. J.; Jordan, R. F. Organometallics 1997, 16, 1349. (f) Yoshida, M.; Jordan, R. F. Organometallics 1997, 16, 4508.
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    • For reviews concerning the chemistry of cationic group 4 metallocene complexes, see: (a) Guram, A. S.; Jordan, R. F. In Comprehensive Organometallic Chemistry II; Abel, E. W., Stone, F. G. A., Wilkinson, G., Eds.; Elsevier: Oxford, 1995; Vol. 4, p 589. (b) Bochmann, M. J. Chem. Soc., Dalton Trans. 1996, 255. (c) Horton, A. D. Trends Polym. Sci. 1994, 2, 158. (d) Marks, T. J. Acc. Chem. Res. 1992, 25, 57. (e) Jordan, R. F. Adv. Organomet. Chem. 1991, 32, 325. (f) Jordan, R. F.; Bradley, P. K.; Lapointe, R. E.; Taylor, D. F. New J. Chem. 1990, 14, 505.
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    • For reviews concerning the chemistry of cationic group 4 metallocene complexes, see: (a) Guram, A. S.; Jordan, R. F. In Comprehensive Organometallic Chemistry II; Abel, E. W., Stone, F. G. A., Wilkinson, G., Eds.; Elsevier: Oxford, 1995; Vol. 4, p 589. (b) Bochmann, M. J. Chem. Soc., Dalton Trans. 1996, 255. (c) Horton, A. D. Trends Polym. Sci. 1994, 2, 158. (d) Marks, T. J. Acc. Chem. Res. 1992, 25, 57. (e) Jordan, R. F. Adv. Organomet. Chem. 1991, 32, 325. (f) Jordan, R. F.; Bradley, P. K.; Lapointe, R. E.; Taylor, D. F. New J. Chem. 1990, 14, 505.
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    • For reviews concerning the chemistry of cationic group 4 metallocene complexes, see: (a) Guram, A. S.; Jordan, R. F. In Comprehensive Organometallic Chemistry II; Abel, E. W., Stone, F. G. A., Wilkinson, G., Eds.; Elsevier: Oxford, 1995; Vol. 4, p 589. (b) Bochmann, M. J. Chem. Soc., Dalton Trans. 1996, 255. (c) Horton, A. D. Trends Polym. Sci. 1994, 2, 158. (d) Marks, T. J. Acc. Chem. Res. 1992, 25, 57. (e) Jordan, R. F. Adv. Organomet. Chem. 1991, 32, 325. (f) Jordan, R. F.; Bradley, P. K.; Lapointe, R. E.; Taylor, D. F. New J. Chem. 1990, 14, 505.
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    • For reviews concerning the chemistry of cationic group 4 metallocene complexes, see: (a) Guram, A. S.; Jordan, R. F. In Comprehensive Organometallic Chemistry II; Abel, E. W., Stone, F. G. A., Wilkinson, G., Eds.; Elsevier: Oxford, 1995; Vol. 4, p 589. (b) Bochmann, M. J. Chem. Soc., Dalton Trans. 1996, 255. (c) Horton, A. D. Trends Polym. Sci. 1994, 2, 158. (d) Marks, T. J. Acc. Chem. Res. 1992, 25, 57. (e) Jordan, R. F. Adv. Organomet. Chem. 1991, 32, 325. (f) Jordan, R. F.; Bradley, P. K.; Lapointe, R. E.; Taylor, D. F. New J. Chem. 1990, 14, 505.
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    • Marks, T.J.1
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    • For reviews concerning the chemistry of cationic group 4 metallocene complexes, see: (a) Guram, A. S.; Jordan, R. F. In Comprehensive Organometallic Chemistry II; Abel, E. W., Stone, F. G. A., Wilkinson, G., Eds.; Elsevier: Oxford, 1995; Vol. 4, p 589. (b) Bochmann, M. J. Chem. Soc., Dalton Trans. 1996, 255. (c) Horton, A. D. Trends Polym. Sci. 1994, 2, 158. (d) Marks, T. J. Acc. Chem. Res. 1992, 25, 57. (e) Jordan, R. F. Adv. Organomet. Chem. 1991, 32, 325. (f) Jordan, R. F.; Bradley, P. K.; Lapointe, R. E.; Taylor, D. F. New J. Chem. 1990, 14, 505.
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    • For reviews concerning the chemistry of cationic group 4 metallocene complexes, see: (a) Guram, A. S.; Jordan, R. F. In Comprehensive Organometallic Chemistry II; Abel, E. W., Stone, F. G. A., Wilkinson, G., Eds.; Elsevier: Oxford, 1995; Vol. 4, p 589. (b) Bochmann, M. J. Chem. Soc., Dalton Trans. 1996, 255. (c) Horton, A. D. Trends Polym. Sci. 1994, 2, 158. (d) Marks, T. J. Acc. Chem. Res. 1992, 25, 57. (e) Jordan, R. F. Adv. Organomet. Chem. 1991, 32, 325. (f) Jordan, R. F.; Bradley, P. K.; Lapointe, R. E.; Taylor, D. F. New J. Chem. 1990, 14, 505.
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    • 4] are reported to be inactive with ethylene, see: (a) Bochmann, M.; Jaggar, A. J. J. Organomet. Chem. 1992, 424, C5. (b) Eshuis, J. J. W.; Tan, Y. Y.; Teuben, J. H.; Renkema, J. J. Mol. Catal. 1990, 62, 277.
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    • 4] are reported to be inactive with ethylene, see: (a) Bochmann, M.; Jaggar, A. J. J. Organomet. Chem. 1992, 424, C5. (b) Eshuis, J. J. W.; Tan, Y. Y.; Teuben, J. H.; Renkema, J. J. Mol. Catal. 1990, 62, 277.
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    • If the δ 11.9 resonance was due to one of the lateral borons B4 or B′, one strong and one medium intensity cross-peak would be expected; the B4-B5 cross-peak is expected to be weak or undectable because both of these borons are bonded to a cage carbon, see: (a) Venable, T. L.; Hutton, W. C.; Grimes, R. N. J. Am. Chem. Soc. 1984, 106, 29. (b) Uhrhammer, R.; Su, Y.-X.; Swenson, D. C.; Jordan, R. F. Inorg. Chem. 1994, 33, 4398. (c) Brown, M.; Plesek, J.; Base, K.; Stibr, B.; Fontaine, X. L. R.; Greenwood, N. N.; Kennedy, J. D. Magn. Reson. Chem. 1989, 27, 947. (d) Fontaine, X. L. R.; Greenwood, N. N.; Kennedy, J. D.; Nestor, K.; Thornton-Pett, M.; Hermánek, S.; Jelínek, T.; Stíbr, B. J. Chem. Soc., Dalton Trans. 1990, 681.
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    • If the δ 11.9 resonance was due to one of the lateral borons B4 or B′, one strong and one medium intensity cross-peak would be expected; the B4-B5 cross-peak is expected to be weak or undectable because both of these borons are bonded to a cage carbon, see: (a) Venable, T. L.; Hutton, W. C.; Grimes, R. N. J. Am. Chem. Soc. 1984, 106, 29. (b) Uhrhammer, R.; Su, Y.-X.; Swenson, D. C.; Jordan, R. F. Inorg. Chem. 1994, 33, 4398. (c) Brown, M.; Plesek, J.; Base, K.; Stibr, B.; Fontaine, X. L. R.; Greenwood, N. N.; Kennedy, J. D. Magn. Reson. Chem. 1989, 27, 947. (d) Fontaine, X. L. R.; Greenwood, N. N.; Kennedy, J. D.; Nestor, K.; Thornton-Pett, M.; Hermánek, S.; Jelínek, T.; Stíbr, B. J. Chem. Soc., Dalton Trans. 1990, 681.
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    • 84989095442 scopus 로고
    • If the δ 11.9 resonance was due to one of the lateral borons B4 or B′, one strong and one medium intensity cross-peak would be expected; the B4-B5 cross-peak is expected to be weak or undectable because both of these borons are bonded to a cage carbon, see: (a) Venable, T. L.; Hutton, W. C.; Grimes, R. N. J. Am. Chem. Soc. 1984, 106, 29. (b) Uhrhammer, R.; Su, Y.-X.; Swenson, D. C.; Jordan, R. F. Inorg. Chem. 1994, 33, 4398. (c) Brown, M.; Plesek, J.; Base, K.; Stibr, B.; Fontaine, X. L. R.; Greenwood, N. N.; Kennedy, J. D. Magn. Reson. Chem. 1989, 27, 947. (d) Fontaine, X. L. R.; Greenwood, N. N.; Kennedy, J. D.; Nestor, K.; Thornton-Pett, M.; Hermánek, S.; Jelínek, T.; Stíbr, B. J. Chem. Soc., Dalton Trans. 1990, 681.
    • (1989) Magn. Reson. Chem. , vol.27 , pp. 947
    • Brown, M.1    Plesek, J.2    Base, K.3    Stibr, B.4    Fontaine, X.L.R.5    Greenwood, N.N.6    Kennedy, J.D.7
  • 30
    • 3743087700 scopus 로고
    • If the δ 11.9 resonance was due to one of the lateral borons B4 or B′, one strong and one medium intensity cross-peak would be expected; the B4-B5 cross-peak is expected to be weak or undectable because both of these borons are bonded to a cage carbon, see: (a) Venable, T. L.; Hutton, W. C.; Grimes, R. N. J. Am. Chem. Soc. 1984, 106, 29. (b) Uhrhammer, R.; Su, Y.-X.; Swenson, D. C.; Jordan, R. F. Inorg. Chem. 1994, 33, 4398. (c) Brown, M.; Plesek, J.; Base, K.; Stibr, B.; Fontaine, X. L. R.; Greenwood, N. N.; Kennedy, J. D. Magn. Reson. Chem. 1989, 27, 947. (d) Fontaine, X. L. R.; Greenwood, N. N.; Kennedy, J. D.; Nestor, K.; Thornton-Pett, M.; Hermánek, S.; Jelínek, T.; Stíbr, B. J. Chem. Soc., Dalton Trans. 1990, 681.
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    • Fontaine, X.L.R.1    Greenwood, N.N.2    Kennedy, J.D.3    Nestor, K.4    Thornton-Pett, M.5    Hermánek, S.6    Jelínek, T.7    Stíbr, B.8
  • 33
    • 85088075898 scopus 로고    scopus 로고
    • note
    • 6.
  • 34
    • 85088078249 scopus 로고    scopus 로고
    • note
    • 2-2-cyclopentadienyl)), see ref 1a, f.
  • 35
    • 85088078187 scopus 로고    scopus 로고
    • note
    • 8, the dicarbollide CH resonances are broadened into the base line at room temperature.
  • 36
    • 3743079926 scopus 로고    scopus 로고
    • note
    • The possibility that 1 reacts with CO at a B-H bond to yield a B-C(=O)H intermediate which rearranges to 6 or 7 by nucleophilic attack of the Ti-Me group at the acyl carbon is very unlikely because reactions of 1 with other unsaturated substrates occur at the Ti-Me bond, see ref 1a.
  • 55
    • 3743098831 scopus 로고    scopus 로고
    • note
    • 5).
  • 56
    • 85088075689 scopus 로고    scopus 로고
    • note
    • 2) in the presence of excess MeCN: δ 5.6 (br, 1H, CHMe), 1.2 (br, 3H, CHMe).


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