Synthesis, structure, and spectroscopy of (thiapentadienyl)rhodium phosphine complexes

Organometallics

Volumn 24, Issue 5, 2005, Pages 805-808

  Bleeke, John R ^a   Wise, Eric S ^a   Shokeen, Monica ^a   Rath, Nigam P ^b  

^a WASHINGTON UNIVERSITY   (United States)

^b UNIVERSITY OF MISSOURI ST LOUIS   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

LIGANDS; NMR COUPLING; PHOSPHINES; REACTION CHEMISTRY;

CHEMICAL BONDS; COMPLEXATION; MOLECULAR STRUCTURE; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; REACTION KINETICS; RHODIUM COMPOUNDS; SYNTHESIS (CHEMICAL); X RAY DIFFRACTION;

ORGANOMETALLICS;

EID: 14844327775     PISSN: 02767333     EISSN: None     Source Type: Journal    
DOI: 10.1021/om040137o     Document Type: Article

References (34)

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3. For reviews, see: (a) Ernst, R. D. Chem. Rev. 1888, 88, 1255. (b) Yasuda, H.; Nakamura, A. J. Orgonomet. Chem. 1985, 285, 15. (c) Powell, P. Adv. Organomet. Chem. 1986, 26, 125. (d) Ernst, R. D. Comments Inorg. Chem. 1982, 21, 285.
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5. For reviews, see: (a) Ernst, R. D. Chem. Rev. 1888, 88, 1255. (b) Yasuda, H.; Nakamura, A. J. Orgonomet. Chem. 1985, 285, 15. (c) Powell, P. Adv. Organomet. Chem. 1986, 26, 125. (d) Ernst, R. D. Comments Inorg. Chem. 1982, 21, 285.
6. For some previous examples of thiapentadienyl (or " butadienethiolate") metal complexes, see: (a) Spies, G. H.; Angelica, R. J. Organometallics 1987, 6, 1897. (b) Hachgenei, J. W.; Angelica, R. J. Angew. Chem., Int. Ed. Engl. 1987, 26, 909. (c) Hachgenei, J. W.; Angelici, R. J. J. Organomet. Chem. 1988, 355, 359. (d) Skaugset, A. E.; Rauchfuss, T. B.; Wilson, S. R. Organametallics 1990, 9, 2875. (e) Bianchini, C.; Meli, A.; Peruzzini, M.; Vizza, F.; Frediani, P.; Herrera, V.; Sanchez-Delgado, R. A. J. Am. Chem. Soc. 1993, 115, 2731. (f) Bianchini, C.; Jimenez, M. V.; Meli, A.; Vizza, F. Organometallics 1995, 14, 3196. (g) Bianchini, C.; Jimenez, M. V.; Meli, A.; Vizza, F. Organometallics 1995, 14, 4858. (h) Bianchini, C.; Jimenez, M. V.; Meli, A.; Moneti, S.; Vizza, F. J. Organomet. Chem. 1995, 504, 27. (i) Kawano, H.; Narimatsu, H.; Yamamoto, D.; Tanaka, K.; Hiraki, K.; Onishi, M. Organometallics 2002, 21, 5526.
7. For some previous examples of thiapentadienyl (or " butadienethiolate") metal complexes, see: (a) Spies, G. H.; Angelica, R. J. Organometallics 1987, 6, 1897. (b) Hachgenei, J. W.; Angelica, R. J. Angew. Chem., Int. Ed. Engl. 1987, 26, 909. (c) Hachgenei, J. W.; Angelici, R. J. J. Organomet. Chem. 1988, 355, 359. (d) Skaugset, A. E.; Rauchfuss, T. B.; Wilson, S. R. Organametallics 1990, 9, 2875. (e) Bianchini, C.; Meli, A.; Peruzzini, M.; Vizza, F.; Frediani, P.; Herrera, V.; Sanchez-Delgado, R. A. J. Am. Chem. Soc. 1993, 115, 2731. (f) Bianchini, C.; Jimenez, M. V.; Meli, A.; Vizza, F. Organometallics 1995, 14, 3196. (g) Bianchini, C.; Jimenez, M. V.; Meli, A.; Vizza, F. Organometallics 1995, 14, 4858. (h) Bianchini, C.; Jimenez, M. V.; Meli, A.; Moneti, S.; Vizza, F. J. Organomet. Chem. 1995, 504, 27. (i) Kawano, H.; Narimatsu, H.; Yamamoto, D.; Tanaka, K.; Hiraki, K.; Onishi, M. Organometallics 2002, 21, 5526.
8. For some previous examples of thiapentadienyl (or " butadienethiolate") metal complexes, see: (a) Spies, G. H.; Angelica, R. J. Organometallics 1987, 6, 1897. (b) Hachgenei, J. W.; Angelica, R. J. Angew. Chem., Int. Ed. Engl. 1987, 26, 909. (c) Hachgenei, J. W.; Angelici, R. J. J. Organomet. Chem. 1988, 355, 359. (d) Skaugset, A. E.; Rauchfuss, T. B.; Wilson, S. R. Organametallics 1990, 9, 2875. (e) Bianchini, C.; Meli, A.; Peruzzini, M.; Vizza, F.; Frediani, P.; Herrera, V.; Sanchez-Delgado, R. A. J. Am. Chem. Soc. 1993, 115, 2731. (f) Bianchini, C.; Jimenez, M. V.; Meli, A.; Vizza, F. Organometallics 1995, 14, 3196. (g) Bianchini, C.; Jimenez, M. V.; Meli, A.; Vizza, F. Organometallics 1995, 14, 4858. (h) Bianchini, C.; Jimenez, M. V.; Meli, A.; Moneti, S.; Vizza, F. J. Organomet. Chem. 1995, 504, 27. (i) Kawano, H.; Narimatsu, H.; Yamamoto, D.; Tanaka, K.; Hiraki, K.; Onishi, M. Organometallics 2002, 21, 5526.
9. For some previous examples of thiapentadienyl (or " butadienethiolate") metal complexes, see: (a) Spies, G. H.; Angelica, R. J. Organometallics 1987, 6, 1897. (b) Hachgenei, J. W.; Angelica, R. J. Angew. Chem., Int. Ed. Engl. 1987, 26, 909. (c) Hachgenei, J. W.; Angelici, R. J. J. Organomet. Chem. 1988, 355, 359. (d) Skaugset, A. E.; Rauchfuss, T. B.; Wilson, S. R. Organametallics 1990, 9, 2875. (e) Bianchini, C.; Meli, A.; Peruzzini, M.; Vizza, F.; Frediani, P.; Herrera, V.; Sanchez-Delgado, R. A. J. Am. Chem. Soc. 1993, 115, 2731. (f) Bianchini, C.; Jimenez, M. V.; Meli, A.; Vizza, F. Organometallics 1995, 14, 3196. (g) Bianchini, C.; Jimenez, M. V.; Meli, A.; Vizza, F. Organometallics 1995, 14, 4858. (h) Bianchini, C.; Jimenez, M. V.; Meli, A.; Moneti, S.; Vizza, F. J. Organomet. Chem. 1995, 504, 27. (i) Kawano, H.; Narimatsu, H.; Yamamoto, D.; Tanaka, K.; Hiraki, K.; Onishi, M. Organometallics 2002, 21, 5526.
10. For some previous examples of thiapentadienyl (or " butadienethiolate") metal complexes, see: (a) Spies, G. H.; Angelica, R. J. Organometallics 1987, 6, 1897. (b) Hachgenei, J. W.; Angelica, R. J. Angew. Chem., Int. Ed. Engl. 1987, 26, 909. (c) Hachgenei, J. W.; Angelici, R. J. J. Organomet. Chem. 1988, 355, 359. (d) Skaugset, A. E.; Rauchfuss, T. B.; Wilson, S. R. Organametallics 1990, 9, 2875. (e) Bianchini, C.; Meli, A.; Peruzzini, M.; Vizza, F.; Frediani, P.; Herrera, V.; Sanchez-Delgado, R. A. J. Am. Chem. Soc. 1993, 115, 2731. (f) Bianchini, C.; Jimenez, M. V.; Meli, A.; Vizza, F. Organometallics 1995, 14, 3196. (g) Bianchini, C.; Jimenez, M. V.; Meli, A.; Vizza, F. Organometallics 1995, 14, 4858. (h) Bianchini, C.; Jimenez, M. V.; Meli, A.; Moneti, S.; Vizza, F. J. Organomet. Chem. 1995, 504, 27. (i) Kawano, H.; Narimatsu, H.; Yamamoto, D.; Tanaka, K.; Hiraki, K.; Onishi, M. Organometallics 2002, 21, 5526.
11. For some previous examples of thiapentadienyl (or " butadienethiolate") metal complexes, see: (a) Spies, G. H.; Angelica, R. J. Organometallics 1987, 6, 1897. (b) Hachgenei, J. W.; Angelica, R. J. Angew. Chem., Int. Ed. Engl. 1987, 26, 909. (c) Hachgenei, J. W.; Angelici, R. J. J. Organomet. Chem. 1988, 355, 359. (d) Skaugset, A. E.; Rauchfuss, T. B.; Wilson, S. R. Organametallics 1990, 9, 2875. (e) Bianchini, C.; Meli, A.; Peruzzini, M.; Vizza, F.; Frediani, P.; Herrera, V.; Sanchez-Delgado, R. A. J. Am. Chem. Soc. 1993, 115, 2731. (f) Bianchini, C.; Jimenez, M. V.; Meli, A.; Vizza, F. Organometallics 1995, 14, 3196. (g) Bianchini, C.; Jimenez, M. V.; Meli, A.; Vizza, F. Organometallics 1995, 14, 4858. (h) Bianchini, C.; Jimenez, M. V.; Meli, A.; Moneti, S.; Vizza, F. J. Organomet. Chem. 1995, 504, 27. (i) Kawano, H.; Narimatsu, H.; Yamamoto, D.; Tanaka, K.; Hiraki, K.; Onishi, M. Organometallics 2002, 21, 5526.
12. For some previous examples of thiapentadienyl (or " butadienethiolate") metal complexes, see: (a) Spies, G. H.; Angelica, R. J. Organometallics 1987, 6, 1897. (b) Hachgenei, J. W.; Angelica, R. J. Angew. Chem., Int. Ed. Engl. 1987, 26, 909. (c) Hachgenei, J. W.; Angelici, R. J. J. Organomet. Chem. 1988, 355, 359. (d) Skaugset, A. E.; Rauchfuss, T. B.; Wilson, S. R. Organametallics 1990, 9, 2875. (e) Bianchini, C.; Meli, A.; Peruzzini, M.; Vizza, F.; Frediani, P.; Herrera, V.; Sanchez-Delgado, R. A. J. Am. Chem. Soc. 1993, 115, 2731. (f) Bianchini, C.; Jimenez, M. V.; Meli, A.; Vizza, F. Organometallics 1995, 14, 3196. (g) Bianchini, C.; Jimenez, M. V.; Meli, A.; Vizza, F. Organometallics 1995, 14, 4858. (h) Bianchini, C.; Jimenez, M. V.; Meli, A.; Moneti, S.; Vizza, F. J. Organomet. Chem. 1995, 504, 27. (i) Kawano, H.; Narimatsu, H.; Yamamoto, D.; Tanaka, K.; Hiraki, K.; Onishi, M. Organometallics 2002, 21, 5526.
13. For some previous examples of thiapentadienyl (or " butadienethiolate") metal complexes, see: (a) Spies, G. H.; Angelica, R. J. Organometallics 1987, 6, 1897. (b) Hachgenei, J. W.; Angelica, R. J. Angew. Chem., Int. Ed. Engl. 1987, 26, 909. (c) Hachgenei, J. W.; Angelici, R. J. J. Organomet. Chem. 1988, 355, 359. (d) Skaugset, A. E.; Rauchfuss, T. B.; Wilson, S. R. Organametallics 1990, 9, 2875. (e) Bianchini, C.; Meli, A.; Peruzzini, M.; Vizza, F.; Frediani, P.; Herrera, V.; Sanchez-Delgado, R. A. J. Am. Chem. Soc. 1993, 115, 2731. (f) Bianchini, C.; Jimenez, M. V.; Meli, A.; Vizza, F. Organometallics 1995, 14, 3196. (g) Bianchini, C.; Jimenez, M. V.; Meli, A.; Vizza, F. Organometallics 1995, 14, 4858. (h) Bianchini, C.; Jimenez, M. V.; Meli, A.; Moneti, S.; Vizza, F. J. Organomet. Chem. 1995, 504, 27. (i) Kawano, H.; Narimatsu, H.; Yamamoto, D.; Tanaka, K.; Hiraki, K.; Onishi, M. Organometallics 2002, 21, 5526.
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31. 3f,g
32. 3, has been characterized by a preliminary X-ray study: Bleeke, J. R.; Wise, E. S.; Rath, N. To be submitted for publication.
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34. The bending is due to the sulfur's preference to be highly pyramidalized and to the presence of a weak Rh-Rh bonding interaction: Oster, S. S.; Jones, W. D. Inorg. Chim. Acta 2004, 357, 1836.