The first structural characterisation of a phosphonium amide: Synthesis, isolation and molecular structure of (Ph3PEt)+(NPh2)-

Polyhedron

Volumn 16, Issue 24, 1997, Pages 4393-4395

  Davidson, Matthew G ^a   Lamb, Sarah ^a  

^a DURHAM UNIVERSITY   (United Kingdom)

Author keywords

Crystal structure; Hydrogen bonding; Phosphonium amide

Indexed keywords

EID: 0000177858     PISSN: 02775387     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0277-5387(97)00202-7     Document Type: Article

References (27)

1. (a) Reetz, M. T., Hutte, S., Goddard, R. and Minet, R., J. Chem. Soc., Chem. Commun., 1995, 275;
2. (b) Noyori, R., Nishida, I., Sakata, J., J. Am. Chem. Soc., 1983, 105, 1598.
3. (a) Hope, H., Olmstead, M. M., Power, P. P. and Xu, X., J. Am. Chem. Soc., 1984, 106, 819;
4. (b) Olmstead, M. M. and Power, P. P., ibid., 1985, 107, 2174;
5. (c) Bartlett, R. A., Rasika Dias, H. V., Hope, H., Murray, B. D., Olmstead, M. M. and Power, P. P., ibid., 1986, 108, 6921.
6. (a) Hunter, R., Haueisen, R. H. and Irving, A., Angew. Chem., Int. Ed. Engl., 1994, 33, 566;
7. (b) Wessel, J., Behrens, U., Lork, E. and Mews, R., ibid., 1995, 34, 443.
8. (a) Peräkylä, M., J. Organomet. Chem., 1996, 61, 7420;
9. (b) Platts, J. A. and Howard, S. T., J. Organomet. Chem., 1996, 61, 4480;
10. (c) Alder, R. W., Tetrahedron, 1990, 46, 683;
11. (d) Alder, R. W., Chem. Rev., 1989, 89, 1215;
12. (e) Staab, H. A. and Saupe, T., Angew. Chem., Int. Ed. Engl., 1988, 27, 865.
13. Schwesinger, R., Hasenfratz, C., Schlemper, H., Walz, L., Peters, E.-M., Peters, K. and von Schnering, H. G., Angew. Chem., Int. Ed. Engl., 1993, 32, 1361.
14. Davidson, M. G., J. Chem. Soc., Chem. Commun., 1995, 919.
15. 2, all data)=0.1214. Atomic coordinates, bond lengths and angles, and thermal parameters have been deposited at the Cambridge Crystallographic Data Centre.
16. Reddy, S., Satishgoud, B., Panneerselvam, K. and Desiraju, G. R., J. Chem. Soc., Chem. Commun., 1993, 663.
17. In all descriptions of C-H⋯X hydrogen bonds, D is defined as the C⋯X distance, d as the H⋯X distance and θ as the C-H⋯X angle. All parameters are based on the normalised C-H bond length of 1.08 Å.
18. Even in organic alkyltriphenylphosphonium halides the same motif of alkyl/aryl chelation is maintained, see for example: (a) Th. Steiner, Acta Crystallogr., 1996, C52, 2263;
19. (b) Ponnuswamy, M. N. and Czerwinski, E. W., Acta Crystallogr., 1986, C42, 1019.
20. Search of the Cambridge Structural Database.
21. Gregory, K., von R. Schleyer, P. and Snaith, R., Adv. Inorg. Chem., 1991, 37, 47, and refs therein.
22. (a) Desiraju, G. R., Angew. Chem., Int. Ed. Engl., 1995, 34, 2328;
23. (b) Desiraju, G. R., Acc. Chem. Res., 1991, 24, 290.
24. 2)= 0.62±0.03.
25. 4): δ=19.4 ppm.
26. Bordwell, F. G., Acc. Chem. Res., 1988, 21, 456.
27. Sheldrick, G. M., SHELXTL-Plus, Structure determination Software Programs, Version 5.03, Siemens Analytical X-Ray instruments Inc., Madison, Wisconsin, USA.