Novel Titanium-Cobalt Complexes Formed by Reductive Cleavage of a Co-Co Bond in Co2(CO)8 by Titanocene tert-Butoxides: Synthesis, Characterization, and Mechanistic Aspects for Metal-Metal Bond Recombination

Organometallics

Volumn 22, Issue 24, 2003, Pages 4885-4892

  Niibayashi, Shota ^a   Mitsui, Kaoru ^a   Matsubara, Kouki ^a   Nagashima, Hideo ^a  

^a KYUSHU UNIVERSITY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

CARBONYLATION; CHEMICAL BONDS; COBALT COMPOUNDS; HYDROGENATION; INFRARED SPECTROSCOPY; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; PYROLYSIS; SYNTHESIS (CHEMICAL); X RAY CRYSTALLOGRAPHY;

BIMETALLIC COMPLEXES; REDUCTIVE CLEAVAGE;

TITANIUM COMPOUNDS;

EID: 0344443694     PISSN: 02767333     EISSN: None     Source Type: Journal    
DOI: 10.1021/om0340701     Document Type: Article

References (46)

1. For reviews on organometallic clusters, see: (a) Catalysis by Di- and Polynuclear Metal Cluster Complexes; Adams, R. D., Cotton, F. A., Eds.; Wiley-VCH: New York, 1998. (b) Metal Clusters in Chemistry; Braunstein, L. A., Oro, L. A., Raithby, P. R., Eds.; Wiley-VCH: New York, 1999; Vol. 2. (c) Gonzalez-Moraga, G. Cluster Chemistry; Springer-Verlag: Berlin, Heiderberg, 1993.
2. For reviews on organometallic clusters, see: (a) Catalysis by Di- and Polynuclear Metal Cluster Complexes; Adams, R. D., Cotton, F. A., Eds.; Wiley-VCH: New York, 1998. (b) Metal Clusters in Chemistry; Braunstein, L. A., Oro, L. A., Raithby, P. R., Eds.; Wiley-VCH: New York, 1999; Vol. 2. (c) Gonzalez-Moraga, G. Cluster Chemistry; Springer-Verlag: Berlin, Heiderberg, 1993.
3. For reviews on organometallic clusters, see: (a) Catalysis by Di- and Polynuclear Metal Cluster Complexes; Adams, R. D., Cotton, F. A., Eds.; Wiley-VCH: New York, 1998. (b) Metal Clusters in Chemistry; Braunstein, L. A., Oro, L. A., Raithby, P. R., Eds.; Wiley-VCH: New York, 1999; Vol. 2. (c) Gonzalez-Moraga, G. Cluster Chemistry; Springer-Verlag: Berlin, Heiderberg, 1993.
4. For reviews on heterobimetallic complexes, see: (a) Stephan, D. W. Coord. Chem. Rev. 1989, 95, 41. (b) Wheatley, N.; Kalck, W. Chem. Rev. 1999, 99, 3379. (c) Roberts, D. A., Geoffroy, G. L. In Comprehensive Organometallic Chemistry; Wilkinson, G., Stone, F. G. A., Abel, E. W., Eds.; Pergamon Press: Oxford, U.K., 1982; Vol. 6, p 763. (d) Braunstein, P.; Rose, J. In Comprehensive Organometallic Chemistry II; Wilkinson, G., Stone, F. G. A., Abel, E. W., Adams, R. D., Eds.; Elsevier: Oxford, U.K., 1995; Vol. 10, p 351. (e) Casey, C. P. J. Organomet. Chem. 1990, 400, 205. (f) Gade, L. H. Angew. Chem., Int. Ed. 2000, 39, 2658.
5. For reviews on heterobimetallic complexes, see: (a) Stephan, D. W. Coord. Chem. Rev. 1989, 95, 41. (b) Wheatley, N.; Kalck, W. Chem. Rev. 1999, 99, 3379. (c) Roberts, D. A., Geoffroy, G. L. In Comprehensive Organometallic Chemistry; Wilkinson, G., Stone, F. G. A., Abel, E. W., Eds.; Pergamon Press: Oxford, U.K., 1982; Vol. 6, p 763. (d) Braunstein, P.; Rose, J. In Comprehensive Organometallic Chemistry II; Wilkinson, G., Stone, F. G. A., Abel, E. W., Adams, R. D., Eds.; Elsevier: Oxford, U.K., 1995; Vol. 10, p 351. (e) Casey, C. P. J. Organomet. Chem. 1990, 400, 205. (f) Gade, L. H. Angew. Chem., Int. Ed. 2000, 39, 2658.
6. For reviews on heterobimetallic complexes, see: (a) Stephan, D. W. Coord. Chem. Rev. 1989, 95, 41. (b) Wheatley, N.; Kalck, W. Chem. Rev. 1999, 99, 3379. (c) Roberts, D. A., Geoffroy, G. L. In Comprehensive Organometallic Chemistry; Wilkinson, G., Stone, F. G. A., Abel, E. W., Eds.; Pergamon Press: Oxford, U.K., 1982; Vol. 6, p 763. (d) Braunstein, P.; Rose, J. In Comprehensive Organometallic Chemistry II; Wilkinson, G., Stone, F. G. A., Abel, E. W., Adams, R. D., Eds.; Elsevier: Oxford, U.K., 1995; Vol. 10, p 351. (e) Casey, C. P. J. Organomet. Chem. 1990, 400, 205. (f) Gade, L. H. Angew. Chem., Int. Ed. 2000, 39, 2658.
7. For reviews on heterobimetallic complexes, see: (a) Stephan, D. W. Coord. Chem. Rev. 1989, 95, 41. (b) Wheatley, N.; Kalck, W. Chem. Rev. 1999, 99, 3379. (c) Roberts, D. A., Geoffroy, G. L. In Comprehensive Organometallic Chemistry; Wilkinson, G., Stone, F. G. A., Abel, E. W., Eds.; Pergamon Press: Oxford, U.K., 1982; Vol. 6, p 763. (d) Braunstein, P.; Rose, J. In Comprehensive Organometallic Chemistry II; Wilkinson, G., Stone, F. G. A., Abel, E. W., Adams, R. D., Eds.; Elsevier: Oxford, U.K., 1995; Vol. 10, p 351. (e) Casey, C. P. J. Organomet. Chem. 1990, 400, 205. (f) Gade, L. H. Angew. Chem., Int. Ed. 2000, 39, 2658.
8. For reviews on heterobimetallic complexes, see: (a) Stephan, D. W. Coord. Chem. Rev. 1989, 95, 41. (b) Wheatley, N.; Kalck, W. Chem. Rev. 1999, 99, 3379. (c) Roberts, D. A., Geoffroy, G. L. In Comprehensive Organometallic Chemistry; Wilkinson, G., Stone, F. G. A., Abel, E. W., Eds.; Pergamon Press: Oxford, U.K., 1982; Vol. 6, p 763. (d) Braunstein, P.; Rose, J. In Comprehensive Organometallic Chemistry II; Wilkinson, G., Stone, F. G. A., Abel, E. W., Adams, R. D., Eds.; Elsevier: Oxford, U.K., 1995; Vol. 10, p 351. (e) Casey, C. P. J. Organomet. Chem. 1990, 400, 205. (f) Gade, L. H. Angew. Chem., Int. Ed. 2000, 39, 2658.
9. For reviews on heterobimetallic complexes, see: (a) Stephan, D. W. Coord. Chem. Rev. 1989, 95, 41. (b) Wheatley, N.; Kalck, W. Chem. Rev. 1999, 99, 3379. (c) Roberts, D. A., Geoffroy, G. L. In Comprehensive Organometallic Chemistry; Wilkinson, G., Stone, F. G. A., Abel, E. W., Eds.; Pergamon Press: Oxford, U.K., 1982; Vol. 6, p 763. (d) Braunstein, P.; Rose, J. In Comprehensive Organometallic Chemistry II; Wilkinson, G., Stone, F. G. A., Abel, E. W., Adams, R. D., Eds.; Elsevier: Oxford, U.K., 1995; Vol. 10, p 351. (e) Casey, C. P. J. Organomet. Chem. 1990, 400, 205. (f) Gade, L. H. Angew. Chem., Int. Ed. 2000, 39, 2658.
10. For examples of ELHB complexes in organic synthesis, see: (a) Choukroun, R.; Gervais, D.; Kalck, P.; Senocq, F. Organometallics 1986, 5, 67. (b) Choukroun, R.; Gervais, D.; Kalck, P.; Senocq, F. J. Organomet. Chem. 1987, 335, C9. (c) Trzeciak, A. M.; Ziółkowski, J. J.; Choukroun, R. J. Mol. Catal. A 1996, 110, 135. (d) Bosch, B. E.; Brümmer, I.; Kunz, K.; Erker, G.; Fröhlich, R.; Kotila, S. Organometallics 2000, 19, 1255. (e) Mahadevan, V.; Getzler, Y. D. Y. L.; Coates, G. W. Angew. Chem., Int. Ed. 2002, 41, 2781. (f) Hostetler, M. J.; Butts, M. D.; Bergman, R. G. J. Am. Chem. Soc. 1998, 115, 2743. (g) Yoshikawa, N.; Shibasaki, M. Tetrahedron 2001, 57, 2569. (h) Shibasaki, M.; Sasai, H.; Arai, T. Angew. Chem., Int. Ed. 1997, 36, 1236. (i) Yoshikawa, N.; Yamada, Y. M. A.; Das, J.; Sasai, H.; Shibasaki, M. J. Am. Chem. Soc. 1999, 121, 4168. (j) Matsunaga, S.; Das, J.; Roels, J.; Vogl, E.; Yamamoto, N.; Iida, T.; Yamaguchi, K.; Shibasaki, M. J. Am. Chem. Soc. 2000, 122, 2252. (k) Le Gendre, P.; Picquet, M.; Richard, P.; Moïse, C. J. Organomet. Chem. 2002, 643-644, 231. (l) Le Gendre, P.; Comte, V.; Michelot, A.; Moïse, C. Inorg. Chim. Acta 2003, 350, 289. (m) Yamaguchi, Y.; Suzuki, N.; Mise, T.; Wakatsuki, Y. Organometallics 1999, 18, 996.
11. For examples of ELHB complexes in organic synthesis, see: (a) Choukroun, R.; Gervais, D.; Kalck, P.; Senocq, F. Organometallics 1986, 5, 67. (b) Choukroun, R.; Gervais, D.; Kalck, P.; Senocq, F. J. Organomet. Chem. 1987, 335, C9. (c) Trzeciak, A. M.; Ziółkowski, J. J.; Choukroun, R. J. Mol. Catal. A 1996, 110, 135. (d) Bosch, B. E.; Brümmer, I.; Kunz, K.; Erker, G.; Fröhlich, R.; Kotila, S. Organometallics 2000, 19, 1255. (e) Mahadevan, V.; Getzler, Y. D. Y. L.; Coates, G. W. Angew. Chem., Int. Ed. 2002, 41, 2781. (f) Hostetler, M. J.; Butts, M. D.; Bergman, R. G. J. Am. Chem. Soc. 1998, 115, 2743. (g) Yoshikawa, N.; Shibasaki, M. Tetrahedron 2001, 57, 2569. (h) Shibasaki, M.; Sasai, H.; Arai, T. Angew. Chem., Int. Ed. 1997, 36, 1236. (i) Yoshikawa, N.; Yamada, Y. M. A.; Das, J.; Sasai, H.; Shibasaki, M. J. Am. Chem. Soc. 1999, 121, 4168. (j) Matsunaga, S.; Das, J.; Roels, J.; Vogl, E.; Yamamoto, N.; Iida, T.; Yamaguchi, K.; Shibasaki, M. J. Am. Chem. Soc. 2000, 122, 2252. (k) Le Gendre, P.; Picquet, M.; Richard, P.; Moïse, C. J. Organomet. Chem. 2002, 643-644, 231. (l) Le Gendre, P.; Comte, V.; Michelot, A.; Moïse, C. Inorg. Chim. Acta 2003, 350, 289. (m) Yamaguchi, Y.; Suzuki, N.; Mise, T.; Wakatsuki, Y. Organometallics 1999, 18, 996.
12. For examples of ELHB complexes in organic synthesis, see: (a) Choukroun, R.; Gervais, D.; Kalck, P.; Senocq, F. Organometallics 1986, 5, 67. (b) Choukroun, R.; Gervais, D.; Kalck, P.; Senocq, F. J. Organomet. Chem. 1987, 335, C9. (c) Trzeciak, A. M.; Ziółkowski, J. J.; Choukroun, R. J. Mol. Catal. A 1996, 110, 135. (d) Bosch, B. E.; Brümmer, I.; Kunz, K.; Erker, G.; Fröhlich, R.; Kotila, S. Organometallics 2000, 19, 1255. (e) Mahadevan, V.; Getzler, Y. D. Y. L.; Coates, G. W. Angew. Chem., Int. Ed. 2002, 41, 2781. (f) Hostetler, M. J.; Butts, M. D.; Bergman, R. G. J. Am. Chem. Soc. 1998, 115, 2743. (g) Yoshikawa, N.; Shibasaki, M. Tetrahedron 2001, 57, 2569. (h) Shibasaki, M.; Sasai, H.; Arai, T. Angew. Chem., Int. Ed. 1997, 36, 1236. (i) Yoshikawa, N.; Yamada, Y. M. A.; Das, J.; Sasai, H.; Shibasaki, M. J. Am. Chem. Soc. 1999, 121, 4168. (j) Matsunaga, S.; Das, J.; Roels, J.; Vogl, E.; Yamamoto, N.; Iida, T.; Yamaguchi, K.; Shibasaki, M. J. Am. Chem. Soc. 2000, 122, 2252. (k) Le Gendre, P.; Picquet, M.; Richard, P.; Moïse, C. J. Organomet. Chem. 2002, 643-644, 231. (l) Le Gendre, P.; Comte, V.; Michelot, A.; Moïse, C. Inorg. Chim. Acta 2003, 350, 289. (m) Yamaguchi, Y.; Suzuki, N.; Mise, T.; Wakatsuki, Y. Organometallics 1999, 18, 996.
13. For examples of ELHB complexes in organic synthesis, see: (a) Choukroun, R.; Gervais, D.; Kalck, P.; Senocq, F. Organometallics 1986, 5, 67. (b) Choukroun, R.; Gervais, D.; Kalck, P.; Senocq, F. J. Organomet. Chem. 1987, 335, C9. (c) Trzeciak, A. M.; Ziółkowski, J. J.; Choukroun, R. J. Mol. Catal. A 1996, 110, 135. (d) Bosch, B. E.; Brümmer, I.; Kunz, K.; Erker, G.; Fröhlich, R.; Kotila, S. Organometallics 2000, 19, 1255. (e) Mahadevan, V.; Getzler, Y. D. Y. L.; Coates, G. W. Angew. Chem., Int. Ed. 2002, 41, 2781. (f) Hostetler, M. J.; Butts, M. D.; Bergman, R. G. J. Am. Chem. Soc. 1998, 115, 2743. (g) Yoshikawa, N.; Shibasaki, M. Tetrahedron 2001, 57, 2569. (h) Shibasaki, M.; Sasai, H.; Arai, T. Angew. Chem., Int. Ed. 1997, 36, 1236. (i) Yoshikawa, N.; Yamada, Y. M. A.; Das, J.; Sasai, H.; Shibasaki, M. J. Am. Chem. Soc. 1999, 121, 4168. (j) Matsunaga, S.; Das, J.; Roels, J.; Vogl, E.; Yamamoto, N.; Iida, T.; Yamaguchi, K.; Shibasaki, M. J. Am. Chem. Soc. 2000, 122, 2252. (k) Le Gendre, P.; Picquet, M.; Richard, P.; Moïse, C. J. Organomet. Chem. 2002, 643-644, 231. (l) Le Gendre, P.; Comte, V.; Michelot, A.; Moïse, C. Inorg. Chim. Acta 2003, 350, 289. (m) Yamaguchi, Y.; Suzuki, N.; Mise, T.; Wakatsuki, Y. Organometallics 1999, 18, 996.
14. For examples of ELHB complexes in organic synthesis, see: (a) Choukroun, R.; Gervais, D.; Kalck, P.; Senocq, F. Organometallics 1986, 5, 67. (b) Choukroun, R.; Gervais, D.; Kalck, P.; Senocq, F. J. Organomet. Chem. 1987, 335, C9. (c) Trzeciak, A. M.; Ziółkowski, J. J.; Choukroun, R. J. Mol. Catal. A 1996, 110, 135. (d) Bosch, B. E.; Brümmer, I.; Kunz, K.; Erker, G.; Fröhlich, R.; Kotila, S. Organometallics 2000, 19, 1255. (e) Mahadevan, V.; Getzler, Y. D. Y. L.; Coates, G. W. Angew. Chem., Int. Ed. 2002, 41, 2781. (f) Hostetler, M. J.; Butts, M. D.; Bergman, R. G. J. Am. Chem. Soc. 1998, 115, 2743. (g) Yoshikawa, N.; Shibasaki, M. Tetrahedron 2001, 57, 2569. (h) Shibasaki, M.; Sasai, H.; Arai, T. Angew. Chem., Int. Ed. 1997, 36, 1236. (i) Yoshikawa, N.; Yamada, Y. M. A.; Das, J.; Sasai, H.; Shibasaki, M. J. Am. Chem. Soc. 1999, 121, 4168. (j) Matsunaga, S.; Das, J.; Roels, J.; Vogl, E.; Yamamoto, N.; Iida, T.; Yamaguchi, K.; Shibasaki, M. J. Am. Chem. Soc. 2000, 122, 2252. (k) Le Gendre, P.; Picquet, M.; Richard, P.; Moïse, C. J. Organomet. Chem. 2002, 643-644, 231. (l) Le Gendre, P.; Comte, V.; Michelot, A.; Moïse, C. Inorg. Chim. Acta 2003, 350, 289. (m) Yamaguchi, Y.; Suzuki, N.; Mise, T.; Wakatsuki, Y. Organometallics 1999, 18, 996.
15. For examples of ELHB complexes in organic synthesis, see: (a) Choukroun, R.; Gervais, D.; Kalck, P.; Senocq, F. Organometallics 1986, 5, 67. (b) Choukroun, R.; Gervais, D.; Kalck, P.; Senocq, F. J. Organomet. Chem. 1987, 335, C9. (c) Trzeciak, A. M.; Ziółkowski, J. J.; Choukroun, R. J. Mol. Catal. A 1996, 110, 135. (d) Bosch, B. E.; Brümmer, I.; Kunz, K.; Erker, G.; Fröhlich, R.; Kotila, S. Organometallics 2000, 19, 1255. (e) Mahadevan, V.; Getzler, Y. D. Y. L.; Coates, G. W. Angew. Chem., Int. Ed. 2002, 41, 2781. (f) Hostetler, M. J.; Butts, M. D.; Bergman, R. G. J. Am. Chem. Soc. 1998, 115, 2743. (g) Yoshikawa, N.; Shibasaki, M. Tetrahedron 2001, 57, 2569. (h) Shibasaki, M.; Sasai, H.; Arai, T. Angew. Chem., Int. Ed. 1997, 36, 1236. (i) Yoshikawa, N.; Yamada, Y. M. A.; Das, J.; Sasai, H.; Shibasaki, M. J. Am. Chem. Soc. 1999, 121, 4168. (j) Matsunaga, S.; Das, J.; Roels, J.; Vogl, E.; Yamamoto, N.; Iida, T.; Yamaguchi, K.; Shibasaki, M. J. Am. Chem. Soc. 2000, 122, 2252. (k) Le Gendre, P.; Picquet, M.; Richard, P.; Moïse, C. J. Organomet. Chem. 2002, 643-644, 231. (l) Le Gendre, P.; Comte, V.; Michelot, A.; Moïse, C. Inorg. Chim. Acta 2003, 350, 289. (m) Yamaguchi, Y.; Suzuki, N.; Mise, T.; Wakatsuki, Y. Organometallics 1999, 18, 996.
16. For examples of ELHB complexes in organic synthesis, see: (a) Choukroun, R.; Gervais, D.; Kalck, P.; Senocq, F. Organometallics 1986, 5, 67. (b) Choukroun, R.; Gervais, D.; Kalck, P.; Senocq, F. J. Organomet. Chem. 1987, 335, C9. (c) Trzeciak, A. M.; Ziółkowski, J. J.; Choukroun, R. J. Mol. Catal. A 1996, 110, 135. (d) Bosch, B. E.; Brümmer, I.; Kunz, K.; Erker, G.; Fröhlich, R.; Kotila, S. Organometallics 2000, 19, 1255. (e) Mahadevan, V.; Getzler, Y. D. Y. L.; Coates, G. W. Angew. Chem., Int. Ed. 2002, 41, 2781. (f) Hostetler, M. J.; Butts, M. D.; Bergman, R. G. J. Am. Chem. Soc. 1998, 115, 2743. (g) Yoshikawa, N.; Shibasaki, M. Tetrahedron 2001, 57, 2569. (h) Shibasaki, M.; Sasai, H.; Arai, T. Angew. Chem., Int. Ed. 1997, 36, 1236. (i) Yoshikawa, N.; Yamada, Y. M. A.; Das, J.; Sasai, H.; Shibasaki, M. J. Am. Chem. Soc. 1999, 121, 4168. (j) Matsunaga, S.; Das, J.; Roels, J.; Vogl, E.; Yamamoto, N.; Iida, T.; Yamaguchi, K.; Shibasaki, M. J. Am. Chem. Soc. 2000, 122, 2252. (k) Le Gendre, P.; Picquet, M.; Richard, P.; Moïse, C. J. Organomet. Chem. 2002, 643-644, 231. (l) Le Gendre, P.; Comte, V.; Michelot, A.; Moïse, C. Inorg. Chim. Acta 2003, 350, 289. (m) Yamaguchi, Y.; Suzuki, N.; Mise, T.; Wakatsuki, Y. Organometallics 1999, 18, 996.
17. For examples of ELHB complexes in organic synthesis, see: (a) Choukroun, R.; Gervais, D.; Kalck, P.; Senocq, F. Organometallics 1986, 5, 67. (b) Choukroun, R.; Gervais, D.; Kalck, P.; Senocq, F. J. Organomet. Chem. 1987, 335, C9. (c) Trzeciak, A. M.; Ziółkowski, J. J.; Choukroun, R. J. Mol. Catal. A 1996, 110, 135. (d) Bosch, B. E.; Brümmer, I.; Kunz, K.; Erker, G.; Fröhlich, R.; Kotila, S. Organometallics 2000, 19, 1255. (e) Mahadevan, V.; Getzler, Y. D. Y. L.; Coates, G. W. Angew. Chem., Int. Ed. 2002, 41, 2781. (f) Hostetler, M. J.; Butts, M. D.; Bergman, R. G. J. Am. Chem. Soc. 1998, 115, 2743. (g) Yoshikawa, N.; Shibasaki, M. Tetrahedron 2001, 57, 2569. (h) Shibasaki, M.; Sasai, H.; Arai, T. Angew. Chem., Int. Ed. 1997, 36, 1236. (i) Yoshikawa, N.; Yamada, Y. M. A.; Das, J.; Sasai, H.; Shibasaki, M. J. Am. Chem. Soc. 1999, 121, 4168. (j) Matsunaga, S.; Das, J.; Roels, J.; Vogl, E.; Yamamoto, N.; Iida, T.; Yamaguchi, K.; Shibasaki, M. J. Am. Chem. Soc. 2000, 122, 2252. (k) Le Gendre, P.; Picquet, M.; Richard, P.; Moïse, C. J. Organomet. Chem. 2002, 643-644, 231. (l) Le Gendre, P.; Comte, V.; Michelot, A.; Moïse, C. Inorg. Chim. Acta 2003, 350, 289. (m) Yamaguchi, Y.; Suzuki, N.; Mise, T.; Wakatsuki, Y. Organometallics 1999, 18, 996.
18. For examples of ELHB complexes in organic synthesis, see: (a) Choukroun, R.; Gervais, D.; Kalck, P.; Senocq, F. Organometallics 1986, 5, 67. (b) Choukroun, R.; Gervais, D.; Kalck, P.; Senocq, F. J. Organomet. Chem. 1987, 335, C9. (c) Trzeciak, A. M.; Ziółkowski, J. J.; Choukroun, R. J. Mol. Catal. A 1996, 110, 135. (d) Bosch, B. E.; Brümmer, I.; Kunz, K.; Erker, G.; Fröhlich, R.; Kotila, S. Organometallics 2000, 19, 1255. (e) Mahadevan, V.; Getzler, Y. D. Y. L.; Coates, G. W. Angew. Chem., Int. Ed. 2002, 41, 2781. (f) Hostetler, M. J.; Butts, M. D.; Bergman, R. G. J. Am. Chem. Soc. 1998, 115, 2743. (g) Yoshikawa, N.; Shibasaki, M. Tetrahedron 2001, 57, 2569. (h) Shibasaki, M.; Sasai, H.; Arai, T. Angew. Chem., Int. Ed. 1997, 36, 1236. (i) Yoshikawa, N.; Yamada, Y. M. A.; Das, J.; Sasai, H.; Shibasaki, M. J. Am. Chem. Soc. 1999, 121, 4168. (j) Matsunaga, S.; Das, J.; Roels, J.; Vogl, E.; Yamamoto, N.; Iida, T.; Yamaguchi, K.; Shibasaki, M. J. Am. Chem. Soc. 2000, 122, 2252. (k) Le Gendre, P.; Picquet, M.; Richard, P.; Moïse, C. J. Organomet. Chem. 2002, 643-644, 231. (l) Le Gendre, P.; Comte, V.; Michelot, A.; Moïse, C. Inorg. Chim. Acta 2003, 350, 289. (m) Yamaguchi, Y.; Suzuki, N.; Mise, T.; Wakatsuki, Y. Organometallics 1999, 18, 996.
19. For examples of ELHB complexes in organic synthesis, see: (a) Choukroun, R.; Gervais, D.; Kalck, P.; Senocq, F. Organometallics 1986, 5, 67. (b) Choukroun, R.; Gervais, D.; Kalck, P.; Senocq, F. J. Organomet. Chem. 1987, 335, C9. (c) Trzeciak, A. M.; Ziółkowski, J. J.; Choukroun, R. J. Mol. Catal. A 1996, 110, 135. (d) Bosch, B. E.; Brümmer, I.; Kunz, K.; Erker, G.; Fröhlich, R.; Kotila, S. Organometallics 2000, 19, 1255. (e) Mahadevan, V.; Getzler, Y. D. Y. L.; Coates, G. W. Angew. Chem., Int. Ed. 2002, 41, 2781. (f) Hostetler, M. J.; Butts, M. D.; Bergman, R. G. J. Am. Chem. Soc. 1998, 115, 2743. (g) Yoshikawa, N.; Shibasaki, M. Tetrahedron 2001, 57, 2569. (h) Shibasaki, M.; Sasai, H.; Arai, T. Angew. Chem., Int. Ed. 1997, 36, 1236. (i) Yoshikawa, N.; Yamada, Y. M. A.; Das, J.; Sasai, H.; Shibasaki, M. J. Am. Chem. Soc. 1999, 121, 4168. (j) Matsunaga, S.; Das, J.; Roels, J.; Vogl, E.; Yamamoto, N.; Iida, T.; Yamaguchi, K.; Shibasaki, M. J. Am. Chem. Soc. 2000, 122, 2252. (k) Le Gendre, P.; Picquet, M.; Richard, P.; Moïse, C. J. Organomet. Chem. 2002, 643-644, 231. (l) Le Gendre, P.; Comte, V.; Michelot, A.; Moïse, C. Inorg. Chim. Acta 2003, 350, 289. (m) Yamaguchi, Y.; Suzuki, N.; Mise, T.; Wakatsuki, Y. Organometallics 1999, 18, 996.
20. For examples of ELHB complexes in organic synthesis, see: (a) Choukroun, R.; Gervais, D.; Kalck, P.; Senocq, F. Organometallics 1986, 5, 67. (b) Choukroun, R.; Gervais, D.; Kalck, P.; Senocq, F. J. Organomet. Chem. 1987, 335, C9. (c) Trzeciak, A. M.; Ziółkowski, J. J.; Choukroun, R. J. Mol. Catal. A 1996, 110, 135. (d) Bosch, B. E.; Brümmer, I.; Kunz, K.; Erker, G.; Fröhlich, R.; Kotila, S. Organometallics 2000, 19, 1255. (e) Mahadevan, V.; Getzler, Y. D. Y. L.; Coates, G. W. Angew. Chem., Int. Ed. 2002, 41, 2781. (f) Hostetler, M. J.; Butts, M. D.; Bergman, R. G. J. Am. Chem. Soc. 1998, 115, 2743. (g) Yoshikawa, N.; Shibasaki, M. Tetrahedron 2001, 57, 2569. (h) Shibasaki, M.; Sasai, H.; Arai, T. Angew. Chem., Int. Ed. 1997, 36, 1236. (i) Yoshikawa, N.; Yamada, Y. M. A.; Das, J.; Sasai, H.; Shibasaki, M. J. Am. Chem. Soc. 1999, 121, 4168. (j) Matsunaga, S.; Das, J.; Roels, J.; Vogl, E.; Yamamoto, N.; Iida, T.; Yamaguchi, K.; Shibasaki, M. J. Am. Chem. Soc. 2000, 122, 2252. (k) Le Gendre, P.; Picquet, M.; Richard, P.; Moïse, C. J. Organomet. Chem. 2002, 643-644, 231. (l) Le Gendre, P.; Comte, V.; Michelot, A.; Moïse, C. Inorg. Chim. Acta 2003, 350, 289. (m) Yamaguchi, Y.; Suzuki, N.; Mise, T.; Wakatsuki, Y. Organometallics 1999, 18, 996.
21. For examples of ELHB complexes in organic synthesis, see: (a) Choukroun, R.; Gervais, D.; Kalck, P.; Senocq, F. Organometallics 1986, 5, 67. (b) Choukroun, R.; Gervais, D.; Kalck, P.; Senocq, F. J. Organomet. Chem. 1987, 335, C9. (c) Trzeciak, A. M.; Ziółkowski, J. J.; Choukroun, R. J. Mol. Catal. A 1996, 110, 135. (d) Bosch, B. E.; Brümmer, I.; Kunz, K.; Erker, G.; Fröhlich, R.; Kotila, S. Organometallics 2000, 19, 1255. (e) Mahadevan, V.; Getzler, Y. D. Y. L.; Coates, G. W. Angew. Chem., Int. Ed. 2002, 41, 2781. (f) Hostetler, M. J.; Butts, M. D.; Bergman, R. G. J. Am. Chem. Soc. 1998, 115, 2743. (g) Yoshikawa, N.; Shibasaki, M. Tetrahedron 2001, 57, 2569. (h) Shibasaki, M.; Sasai, H.; Arai, T. Angew. Chem., Int. Ed. 1997, 36, 1236. (i) Yoshikawa, N.; Yamada, Y. M. A.; Das, J.; Sasai, H.; Shibasaki, M. J. Am. Chem. Soc. 1999, 121, 4168. (j) Matsunaga, S.; Das, J.; Roels, J.; Vogl, E.; Yamamoto, N.; Iida, T.; Yamaguchi, K.; Shibasaki, M. J. Am. Chem. Soc. 2000, 122, 2252. (k) Le Gendre, P.; Picquet, M.; Richard, P.; Moïse, C. J. Organomet. Chem. 2002, 643-644, 231. (l) Le Gendre, P.; Comte, V.; Michelot, A.; Moïse, C. Inorg. Chim. Acta 2003, 350, 289. (m) Yamaguchi, Y.; Suzuki, N.; Mise, T.; Wakatsuki, Y. Organometallics 1999, 18, 996.
22. For examples of ELHB complexes in organic synthesis, see: (a) Choukroun, R.; Gervais, D.; Kalck, P.; Senocq, F. Organometallics 1986, 5, 67. (b) Choukroun, R.; Gervais, D.; Kalck, P.; Senocq, F. J. Organomet. Chem. 1987, 335, C9. (c) Trzeciak, A. M.; Ziółkowski, J. J.; Choukroun, R. J. Mol. Catal. A 1996, 110, 135. (d) Bosch, B. E.; Brümmer, I.; Kunz, K.; Erker, G.; Fröhlich, R.; Kotila, S. Organometallics 2000, 19, 1255. (e) Mahadevan, V.; Getzler, Y. D. Y. L.; Coates, G. W. Angew. Chem., Int. Ed. 2002, 41, 2781. (f) Hostetler, M. J.; Butts, M. D.; Bergman, R. G. J. Am. Chem. Soc. 1998, 115, 2743. (g) Yoshikawa, N.; Shibasaki, M. Tetrahedron 2001, 57, 2569. (h) Shibasaki, M.; Sasai, H.; Arai, T. Angew. Chem., Int. Ed. 1997, 36, 1236. (i) Yoshikawa, N.; Yamada, Y. M. A.; Das, J.; Sasai, H.; Shibasaki, M. J. Am. Chem. Soc. 1999, 121, 4168. (j) Matsunaga, S.; Das, J.; Roels, J.; Vogl, E.; Yamamoto, N.; Iida, T.; Yamaguchi, K.; Shibasaki, M. J. Am. Chem. Soc. 2000, 122, 2252. (k) Le Gendre, P.; Picquet, M.; Richard, P.; Moïse, C. J. Organomet. Chem. 2002, 643-644, 231. (l) Le Gendre, P.; Comte, V.; Michelot, A.; Moïse, C. Inorg. Chim. Acta 2003, 350, 289. (m) Yamaguchi, Y.; Suzuki, N.; Mise, T.; Wakatsuki, Y. Organometallics 1999, 18, 996.
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28. 4. However, the products were not fully characterized; more importantly, no crystallographic evidence was included, (a) Bartik, T.; Windisch, H.; Sorkau, A.; Thiele, K.; Kriebel, C.; Herfurth, A.; Tschoerner, C. M.; Zucchi, C.; Pályi, G. Inorg. Chim. Acta 1994, 227, 201. For related work, see: (b) Bartik, T.; Happ, B.; Sorkau, A.; Thiele, K.-H.; Pályi, G. Organometallics 1989, 8,558. (c) Bartik, T.; Happ, B.; Sieker, A.; Stein, S.; Sorkau, A.; Thiele, K.-H.; Kriebel, C.; Pályi, G. Z. Anorg. Allg. Chem. 1992, 608, 173.
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39. 2Ti moiety of 6 broadened at 15 °C, and two separate singlets were observed below 0 °C. A reverse change in the spectra was observed by rewarming the solution to room temperature. This suggests that 6 has two structural isomers which interconvert on the NMR time scale. Further experiments to identify these isomeric structures are underway.
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42. - (0.1 M; supporting electrolyte) in the presence of a small amount of ferrocene (internal standard). The scan rate was 0.1 V/s.
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