Halogen atoms as reactive centers for the introduction of functional side chains into (arene)ruthenium(0) complexes

European Journal of Inorganic Chemistry

Volumn , Issue 2, 2003, Pages 281-292

  Bodes, Gregor ^a   Heinemann, Frank W ^a   Jobi, Günter ^a   Klodwig, Jens ^a   Neumann, Stefan ^a   Zenneck, Ulrich ^a  

^a UNIVERSITY OF ERLANGEN NUREMBERG   (Germany)

Author keywords

Arene complexes; Electrophilic substitution; Lithiation; Ruthenium

Indexed keywords

CHAINS; CHLORINE COMPOUNDS; KETONES; NAPHTHALENE; RUTHENIUM COMPOUNDS;

ARENE COMPLEXES; BUTANEDIOL; ELECTROPHILES; ELECTROPHILIC SUBSTITUTIONS; HALOARENES; HALOGEN ATOMS; LITHIATION; RU COMPLEXES; RUTHENIUMS (0); SIDE-CHAINS;

LIGANDS;

(1,5 CYCLOOCTADIENE)(ETA 6 NAPHTHALENE)RUTHENIUM; 1,4 BUTANEDIOL; ALDEHYDE; BROMINE; EPOXIDE; GAMMA BUTYROLACTONE; HALOGEN; KETONE; LACTONE; LIGAND; LITHIUM; NAPHTHALENE DERIVATIVE; PHOSGENE; POLYCYCLIC AROMATIC HYDROCARBON; RUTHENIUM COMPLEX; UNCLASSIFIED DRUG;

ARTICLE; CHEMICAL REACTION; CHEMICAL STRUCTURE; CHIRALITY; COMPLEX FORMATION; ENANTIOMER; ISOMERISM; LOW TEMPERATURE; SUBSTITUTION REACTION; SYNTHESIS; TEMPERATURE DEPENDENCE;

EID: 0037266195     PISSN: 14341948     EISSN: None     Source Type: Journal    
DOI: 10.1002/ejic.200390038     Document Type: Article

References (31)

1. G. Bodes, F. W. Heinemann, G. Marconi, S. Neumann, U. Zenneck, J. Organomet. Chem. 2002, 641, 90.
2. P. Pertici, G. Vitulli, C. Bigelli, R. Lazzaroni, J. Organomet. Chem. 1984, 275, 113.
3. M.A. Bennett, H. Neumann, M. Thomas, X. Wang, G. Vitulli, P. Pertici, P. Salvadori, Organometallics 1991, 10, 3237.
4. P. Pertici, G. Uccello Barretta, F. Burzagli, P. Salvadori, M. A. Bennett, J. Organomet. Chem. 1991, 413, 303.
5. Y. Ohgomori, S. Ichikawa, T. Yoneyama, N. Sumitani (Mitsubishi Petrochemical Co., Ltd.), Eur. Pat. Appl. EP 537,625 (Chem. Abstr 1993, 119, 94953p); J. Ookago, S. Ichikawa, T. Yoneyama, N. Sumya (Mitsubishi Petrochemical Co.), Jpn. Kokai Tokyo Koho JP 05,186,377 (93,186,377) (Chem. Abstr. 1993, 119, 250721u); J. Ookago, N. Sumya, S. Ichikawa (Mitsubishi Petrochemical Co.), Jpn. Kokai Tokyo Koho JP 05,310,631 (93,310,631) (Chem. Abstr. 1994, 120, 269654s).
6. Y. Ohgomori, S. Ichikawa, T. Yoneyama, N. Sumitani (Mitsubishi Petrochemical Co., Ltd.), Eur. Pat. Appl. EP 537,625 (Chem. Abstr 1993, 119, 94953p); J. Ookago, S. Ichikawa, T. Yoneyama, N. Sumya (Mitsubishi Petrochemical Co.), Jpn. Kokai Tokyo Koho JP 05,186,377 (93,186,377) (Chem. Abstr. 1993, 119, 250721u); J. Ookago, N. Sumya, S. Ichikawa (Mitsubishi Petrochemical Co.), Jpn. Kokai Tokyo Koho JP 05,310,631 (93,310,631) (Chem. Abstr. 1994, 120, 269654s).
7. Y. Ohgomori, S. Ichikawa, T. Yoneyama, N. Sumitani (Mitsubishi Petrochemical Co., Ltd.), Eur. Pat. Appl. EP 537,625 (Chem. Abstr 1993, 119, 94953p); J. Ookago, S. Ichikawa, T. Yoneyama, N. Sumya (Mitsubishi Petrochemical Co.), Jpn. Kokai Tokyo Koho JP 05,186,377 (93,186,377) (Chem. Abstr. 1993, 119, 250721u); J. Ookago, N. Sumya, S. Ichikawa (Mitsubishi Petrochemical Co.), Jpn. Kokai Tokyo Koho JP 05,310,631 (93,310,631) (Chem. Abstr. 1994, 120, 269654s).
8. P. Pertici, V. Ballantini, P. Salvadori, M. A. Bennett, Organometallics 1995, 14, 2565.
9. J. Takehara, S. Hashiguchi, A. Fujii, S. Inoue, T. Ikariya, R. Noyori, Chem. Commun. 1996, 233.
10. A. Fujii, S. Hasahiguchi, N. Uematsu, T Ikariya, R. Noyori, J. Am. Chem. Soc. 1996, 118, 2521.
11. N. Uematsu, A. Fujii, S. Hashiguchi, T. Ikariya, R. Noyori, J. Am. Chem. Soc. 1996, 118, 4916.
12. E. L. Muetterties, J. R. Bleeke, A. C. Sievert, J. Organomet. Chem. 1979, 178, 197; P.M. Maitlis, Chem. Soc. Rev. 1981, 10, 1.
13. E. L. Muetterties, J. R. Bleeke, A. C. Sievert, J. Organomet. Chem. 1979, 178, 197; P.M. Maitlis, Chem. Soc. Rev. 1981, 10, 1.
14. P. Pertici, G. Vitulli, S. Bertozzi, R. Lazzaroni, Inorg. Chim. Acta 1988, 149, 235.
15. P. Pertici, G. Vitulli, R. Lazzaroni, P. Salvadori, P. L. Barili, J. Chem. Soc., Dalton Trans. 1982, 1019, G. Vitulli, P. Pertici, P. Salvadori, J. Chem. Soc., Dalton Trans. 1984, 2255; P. Pertici, E. Pitzalis, F. Marchetti, C. Rosini, P. Salvadori, M. A. Bennett, J. Organomet. Chem. 1994, 466, 221.
16. P. Pertici, G. Vitulli, R. Lazzaroni, P. Salvadori, P. L. Barili, J. Chem. Soc., Dalton Trans. 1982, 1019, G. Vitulli, P. Pertici, P. Salvadori, J. Chem. Soc., Dalton Trans. 1984, 2255; P. Pertici, E. Pitzalis, F. Marchetti, C. Rosini, P. Salvadori, M. A. Bennett, J. Organomet. Chem. 1994, 466, 221.
17. P. Pertici, G. Vitulli, R. Lazzaroni, P. Salvadori, P. L. Barili, J. Chem. Soc., Dalton Trans. 1982, 1019, G. Vitulli, P. Pertici, P. Salvadori, J. Chem. Soc., Dalton Trans. 1984, 2255; P. Pertici, E. Pitzalis, F. Marchetti, C. Rosini, P. Salvadori, M. A. Bennett, J. Organomet. Chem. 1994, 466, 221.
18. F. Heinemann, J. Klodwig, F. Knoch, M. Wündisch, U. Zenneck, Chem. Ber./Recueil 1997, 130, 123.
19. H. Schmidt, M. L. Ziegler, Chem. Ber. 1976, 109, 132.
20. Some examples: M. D. Rausch, D. J. Ciappenelli, J. Organomet. Chem. 1967, 10, 127; C. Elschenbroich, J. Organomet. Chem. 1968, 14, 157; M. F. Semmelhack, J. Bisaha, M. Czarny, J. Am. Chem. Soc. 1979, 101, 168; M. Uemura, K. Isobe, Y. Hayashi, Chem. Lett. 1985, 91; F. Rose-Munch, E. Rose, Curr. Org. Chem. 1999, 3, 445.
21. Some examples: M. D. Rausch, D. J. Ciappenelli, J. Organomet. Chem. 1967, 10, 127; C. Elschenbroich, J. Organomet. Chem. 1968, 14, 157; M. F. Semmelhack, J. Bisaha, M. Czarny, J. Am. Chem. Soc. 1979, 101, 168; M. Uemura, K. Isobe, Y. Hayashi, Chem. Lett. 1985, 91; F. Rose-Munch, E. Rose, Curr. Org. Chem. 1999, 3, 445.
22. Some examples: M. D. Rausch, D. J. Ciappenelli, J. Organomet. Chem. 1967, 10, 127; C. Elschenbroich, J. Organomet. Chem. 1968, 14, 157; M. F. Semmelhack, J. Bisaha, M. Czarny, J. Am. Chem. Soc. 1979, 101, 168; M. Uemura, K. Isobe, Y. Hayashi, Chem. Lett. 1985, 91; F. Rose-Munch, E. Rose, Curr. Org. Chem. 1999, 3, 445.
23. Some examples: M. D. Rausch, D. J. Ciappenelli, J. Organomet. Chem. 1967, 10, 127; C. Elschenbroich, J. Organomet. Chem. 1968, 14, 157; M. F. Semmelhack, J. Bisaha, M. Czarny, J. Am. Chem. Soc. 1979, 101, 168; M. Uemura, K. Isobe, Y. Hayashi, Chem. Lett. 1985, 91; F. Rose-Munch, E. Rose, Curr. Org. Chem. 1999, 3, 445.
24. Some examples: M. D. Rausch, D. J. Ciappenelli, J. Organomet. Chem. 1967, 10, 127; C. Elschenbroich, J. Organomet. Chem. 1968, 14, 157; M. F. Semmelhack, J. Bisaha, M. Czarny, J. Am. Chem. Soc. 1979, 101, 168; M. Uemura, K. Isobe, Y. Hayashi, Chem. Lett. 1985, 91; F. Rose-Munch, E. Rose, Curr. Org. Chem. 1999, 3, 445.
25. G. Marconi, H. Baier, F. W. Heinemann, P. Pinto, H. Pritzkow, U. Zenneck, in preparation.
26. Some examples: R. J. Card, W. S. Trahanovsky, J. Org. Chem. 1980, 45, 2560; M. F. Semmelhack, G. R. Clark, J. L. Garcia, J. J. Harrison, Y. Thebtaranonth, W. Wulff, A. Yamashita, Tetrahedron 1981, 37, 3957; C. Bohm, K. Muniz, C. Ganter, New J. Chem. 1998, 1371; S. Pache, C. Botuha, R. Franz, J. Einhorn, E. P. Kündig, Helv. Chim. Acta 2000, 83, 2436.
27. Some examples: R. J. Card, W. S. Trahanovsky, J. Org. Chem. 1980, 45, 2560; M. F. Semmelhack, G. R. Clark, J. L. Garcia, J. J. Harrison, Y. Thebtaranonth, W. Wulff, A. Yamashita, Tetrahedron 1981, 37, 3957; C. Bohm, K. Muniz, C. Ganter, New J. Chem. 1998, 1371; S. Pache, C. Botuha, R. Franz, J. Einhorn, E. P. Kündig, Helv. Chim. Acta 2000, 83, 2436.
28. Some examples: R. J. Card, W. S. Trahanovsky, J. Org. Chem. 1980, 45, 2560; M. F. Semmelhack, G. R. Clark, J. L. Garcia, J. J. Harrison, Y. Thebtaranonth, W. Wulff, A. Yamashita, Tetrahedron 1981, 37, 3957; C. Bohm, K. Muniz, C. Ganter, New J. Chem. 1998, 1371; S. Pache, C. Botuha, R. Franz, J. Einhorn, E. P. Kündig, Helv. Chim. Acta 2000, 83, 2436.
29. Some examples: R. J. Card, W. S. Trahanovsky, J. Org. Chem. 1980, 45, 2560; M. F. Semmelhack, G. R. Clark, J. L. Garcia, J. J. Harrison, Y. Thebtaranonth, W. Wulff, A. Yamashita, Tetrahedron 1981, 37, 3957; C. Bohm, K. Muniz, C. Ganter, New J. Chem. 1998, 1371; S. Pache, C. Botuha, R. Franz, J. Einhorn, E. P. Kündig, Helv. Chim. Acta 2000, 83, 2436.
30. SHELXTL 5.03, Siemens Analytical X-ray Instrument, Madison, WI, U.S.A., 1995.
31. SHELXTL NT 5.10, Bruker AXS, Madison, WI, U.S.A., 1998.