Reactions of transition-metal metallocenes with stable carbenes [12]

Journal of the American Chemical Society

Volumn 121, Issue 10, 1999, Pages 2329-2330

  Abernethy, Colin D ^a   Clyburne, Jason A C ^a   Cowley, Alan H ^a   Jones, Richard A ^a  

^a UNIVERSITY OF TEXAS AT AUSTIN   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

CYCLOPENTADIENE DERIVATIVE; LANTHANIDE; METAL DERIVATIVE;

CHEMICAL REACTION; CRYSTAL STRUCTURE; LETTER; OXIDATION; STRUCTURE ANALYSIS; X RAY CRYSTALLOGRAPHY;

EID: 0033577287     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja983772s     Document Type: Letter

References (15)

1. Schumann, H.; Glanz, M.; Winterfeld, J.; Hemling, H.; Kuhn, N.; Kratz, T. Angew. Chem., Int. Ed. Engl. 1994, 33, 1733.
2. Arduengo, A. J., III; Davidson, F.; Krafczyk, R.; Marshall, W. J.; Tamm, M. Organometallics 1998, 17, 3375.
3. For a review of the coordination of stable carbenes to other transition-metal entities, see: Herrmann, W. A.; Köcher, C. Angew. Chem., Int. Ed. Engl. 1997, 36, 2162.
4. 5 Compound 1 was recrystallized from toluene (mp 138-141°C); the X-ray crystal structure will be described elsewhere.
5. Arduengo, A. J., III; Dias, H. V. R.; Harlow, R. L.; Kline, M. J. Am. Chem. Soc. 1992, 114, 5530.
6. 2 C, 76.52; H, 7.04; N, 5.76. found C, 74.72; H, 6.90; N, 5.45. Compounds 6 and 7 were prepared by layering a yellow solution of 5 (0.24 g, 2.0 mmol) in toluene (30 mL) with 2.0 mmol of nickelocene or chromocene in toluene (20 mL). Yellow 6 (powder) and 7 (crystals) formed upon mixing of the carbene and metallocene solutions. X-ray quality crystals of 6 (mp 190-5°C dec) and 7 (mp 111-5° C dec) were formed by layering THF solutions with hexane. Yields: 6 (0.35 g. 80%); 7 (0.30 g, 70%).
7. -), 126.3 (carbene C=C), 158.9 (C(carbene)).
8. -1; 11, 642 unique reflections collected in the range 3.3 < 2θ < 55.0°; wR2 = 0.1111, R = 0.0450.
9. Gabor, B.; Krüger, C.; Marczinke, B.; Mynott, R.; Wilke, G. Angew Chem., Int. Ed. Engl. 1991, 30, 1666.
10. Fischer, H.; Kreissl, F. R.; Schubert, V.; Hofmann, P.; Dötz, K. H.; Weiss, K. Transition Metal Carbene Complexes; VCH Publishers: Weinheim, 1984.
11. Schwemlein, H.; Zsolnai, L.; Huttner, G.; Brintzinger, H. J. Organomet. Chem. 1983, 256, 285; Schaper, F.; Rentzsch, M.; Prosenc, M.-H.; Rief, U.; Schmidt, K.; Brintzinger, H. H. J. Organomet. Chem. 1997, 534, 67.
12. Schwemlein, H.; Zsolnai, L.; Huttner, G.; Brintzinger, H. J. Organomet. Chem. 1983, 256, 285; Schaper, F.; Rentzsch, M.; Prosenc, M.-H.; Rief, U.; Schmidt, K.; Brintzinger, H. H. J. Organomet. Chem. 1997, 534, 67.
13. Kuhn, N.; Kratz, T. Synthesis 1993, 561.
14. Veith, M.; Stahl, L. Angew Chem., Int. Ed. Engl. 1993, 32, 106.
15. Jolly, P. W.; Wilke, G. The Organic Chemistry of Nickel; Academic Press: 1974; p 100.