Synthesis of nitrile ligands bearing tricarbonyl (η6-arene)chromium complexes and conjugated spacers

Tetrahedron Letters

Volumn 41, Issue 19, 2000, Pages 3607-3610

  Tranchier, Jean Philippe ^a   Chavignon, René ^a   Prim, Damien ^a   Auffrant, Audrey ^a   Plyta, Zoi F ^a   Rose Munch, Françoise ^a   Rose, Eric ^a  

^a CNRS   (France)

Author keywords

Nitrile ligand; Sonogashira reaction; Tricarbonylarenechromium complexes

Indexed keywords

ACETYLENE DERIVATIVE; CHROMIUM DERIVATIVE; NITRILE; ORGANOBROMINE DERIVATIVE;

ARTICLE; CHEMICAL REACTION; CHEMICAL STRUCTURE; REACTION ANALYSIS; STOICHIOMETRY; SYNTHESIS;

EID: 0034612144     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(00)00454-8     Document Type: Article

References (22)

1. (a) Wolff, J. J.; Wortman, R. In Advances in Physical Organic Chemistry; Bethel, O., Ed.; Academic Press: New York, 1999; Vol. 32, pp. 121-217.
2. (b) Lee, I. S.; Sea, H.; Chung, Y. K. Organometallics 1999, 18, 1091-1096.
3. (d) Heck, J.; Dabek, S.; Meyer-Friedrichsen, T.; Wong, H. Coord. Chem. Rev. 1999, 190-192, 1217-1254.
4. (c) Mata, J.; Uriel, S.; Peris, E.; Llusar, R.; Houbrechts, S.; Persoons, A. J. Organomet. Chem. 1998, 562, 197-202 and references cited therein.
5. (a) Plyta, Z. F.; Prim, D.; Tranchier, J.-P.; Rose-Munch, F.; Rose, E. Tetrahedron Lett. 1999, 40, 6769-6771.
6. (b) Rose-Munch, F.; Rose, E. Current Org. Chem. 1999, 3, 493-515.
7. (c) Rose-Munch, F.; Gagliardini, V.; Renard, C.; Rose, E. Coord. Chem. Rev. 1998, 178-180, 249-268.
8. See for example: (a) Wenseleers, W.; Gerbrandij, A. W.; Goovaerts, E.; Garcia, M. H.; Robalo, M. P.; Mendes, P. J.; Rodrigues, J. C.; Dias, A. J. Mater. Chem. 1998, 8, 925-930.
9. (b) Dias, A. R.; Garcia, M. H.; Mendes, P.; Pielade, M. F. M.; Duarte, A. T.; Calhorda, M. J.; Mealli, C.; Wenseleers, W.; Gerbrandij, A. W.; Goovaerts, E. J. Organomet. Chem. 1998, 553, 115-128.
10. (c) Dias, A. R.; Garcia, M. H.; Rodrigues, J. C.; Green, M. L. H.; Kuebler, S. M. J. Organomet. Chem. 1994, 475, 241-245.
11. (d) Dias, A. R.; Garcia, M. H.; Robalo, M. P.; Green, M. L. H.; Lai, K. K.; Pulham, A. J.; Kuebler, S. M.; Balavoine, G. J. Organomet. Chem. 1993, 453, 241-247.
12. 3-complexed phenylacetylene with iodobenzene is described in the literature: Müller, T. J. J.; Lindner, H. J. Chem. Ber. 1996, 129, 607-613.
13. (a) Sonogashira, K.; Thoda, Y.; Hagihara, N. Tetrahedron Lett. 1975, 50, 4467-4470.
14. (b) Sonogashira, K. In Comprehensive Organic Chemistry; Trost, B. M., Ed.; Pergamon: Oxford, 1991, 3, 521-549.
15. (a) Dell'Erba, C.; Spinelli, D. Tetrahedron 1965, 21, 1061-1066.
16. (b) Reynaud, P.; Delaby, R. Bull. Soc. Chem. Fr. 1955, 1614-1615.
17. (c) Hapiot, P.; Demanze, F.; Yassar, A.; Garnier, F. J. Phys. Chem. 1996, 100, 8397-8401.
18. 3) δ 109.7 (C Ar), 114.2 (C Ar), 120.8 (CN), 121.9 (CHAr), 128.9 (CH Ar), 138.2 (C Ar), 142.1 (C Ar).
19. (e) Prim, D.; Kirsch, G. J. Chem. Soc., Perkin Trans. 1 1994, 2603-2606.
20. -1: 2221 (CN), 1908 and 1976 (CO).
21. 3: 6.95 (d, H-11) and 7.03 (d, H-12) for 3e; 7.16 (s, H-11 and H-12) for 5.
22. Shultz, D. A.; Gwaltney, K. P.; Lee, H. J. Org. Chem. 1998, 63, 4034-4038.