Reactions of P-donor ligands with N-silyl(halogeno)organophosphoranimines: Formation of cations with P-P coordination bonds and poly(alkyl/aryl) phosphazenes at ambient temperature

Journal of the American Chemical Society

Volumn 128, Issue 43, 2006, Pages 14002-14003

  Huynh, Keith ^a   Lough, Alan J ^a   Manners, Ian ^a,b  

^a UNIVERSITY OF TORONTO   (Canada)

^b UNIVERSITY OF BRISTOL   (United Kingdom)

Author keywords

[No Author keywords available]

Indexed keywords

ALKYL GROUP; N SILYL(HALOGENO)ORGANOPHOSPHORANIMINE; PHOSPHORANE DERIVATIVE; PHOSPHORUS; POLYCYCLIC AROMATIC HYDROCARBON DERIVATIVE; UNCLASSIFIED DRUG;

ARTICLE; CHEMICAL BOND; CHEMICAL STRUCTURE; ENVIRONMENTAL TEMPERATURE; HIGH TEMPERATURE; PHOSPHORUS NUCLEAR MAGNETIC RESONANCE; PROBABILITY; PROTON NUCLEAR MAGNETIC RESONANCE; REACTION ANALYSIS; REACTION TIME; RING OPENING; SOLID STATE; STEREOCHEMISTRY; STRUCTURE ANALYSIS; SYNTHESIS; TEMPERATURE; VACUUM;

EID: 33750462366     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja063979i     Document Type: Article

References (27)

1. For example: (a) Johnson, A. W. Ylides and Imines of Phosphorus; Wiley: New York, 1993; pp 403-483.
2. (b) Steiner, A.; Zacchini, S.; Richards, P. I. Coord. Chem. Rev. 2002, 227, 193.
3. For recent reviews, see: (a) Stephan, D. W. Organometallics 2005, 24, 2548.
4. (b) Dehnicke, K.; Straehle, J. Polyhedron 1989, 8, 707.
5. (a) Wisian-Neilson, P.; Neilson, R. H. J. Am. Chem. Soc. 1980, 102, 2848.
6. (b) Neilson, R. H.; Hani, R.; Wisian-Neilson, P.; Meister, J. J.; Roy, A. K.; Hagnauer, G. L. Macromolecules 1987, 20, 910-916.
7. (c) Neilson, R. H.; Wisian-Neilson, P. Chem. Rev. 1988, 88, 541.
8. (d) Neilson, R. H.; Jinkerson, D. L.; Kucera, W. R.; Longlet, J. J.; Samual, R. C.; Wood, C. E. ACS Symposium Series 572; American Chemical Society: Washington, DC, 1994; p 232.
9. (e) Walker, C. H.; St. John, J. V.; Wisian-Neilson, P. J. Am. Chem. Soc. 2001, 123, 3846.
10. Montague, R. A.; Matyjaszewski, K. J. Am. Chem. Soc. 1990, 112, 6721.
11. Honeyman, C. H.; Manners, I.; Morrisey, C. T.; Allcock, H. R. J. Am. Chem. Soc. 1995, 117, 7035.
12. Allcock, H. R. Chem. Rev. 1972, 72, 315.
13. (a) Mulliez, M.; Majoral, J.-P.; Bertrand, G. J. Chem. Soc., Chem. Commun. 1984, 284.
14. (b) Marre-Mazières, M. R.; Sanchez, M.; Wolf, R.; Bellan, J. New J. Chem. 1985, 9, 605.
15. (c) Becker, W.; Jones, P. G.; Schomburg, D.; Schmutzler, R. Chem. Ber. 1990, 123, 1759.
16. Rivard, E.; Huynh, K.; Lough, A. J.; Manners, I. J. Am. Chem. Soc. 2004, 126, 2286.
17. (a) Niecke, E.; Bitter, W. Inorg. Nucl. Chem. Lett. 1973, 9, 127.
18. (b) Wang, B.; Rivard, E.; Manners, I. Inorg. Chem. 2002, 41, 1690.
19. (a) Burford, N.; Ragogna, P. J. J. Chem. Soc., Dalton Trans. 2002, 4307.
20. (b) Burford, N.; Ragogna, P. J.; McDonald, R.; Ferguson, M. J. J. Am. Chem. Soc. 2003, 125, 14404.
21. Huynh, K.; Rivard, E.; LeBlanc, W.; Blackstone, V.; Lough, A. J.; Manners, I. Inorg. Chem. 2006, 45, 7922.
22. Wisian-Neilson, P.; Neilson, R. H. Inorg. Chem. 1980, 19, 1875.
23. See Supporting Information for experimental details.
24. pp values of singly bonded P(III)P(V) compounds are typically greater than 100 Hz: (a) Forgeron, M. A. M.; Gee, M.; Wasylishen, R. E. J. Phys. Chem. A 2004, 108, 4895.
25. (b) Dixon, K. R. In Multinuclear NMR; Mason, J., Ed.; Plenum Press: New York, 1987; pp 369-402.
26. Gilheany, D. G. In The Chemistry of Organophosphorus Compounds; Hartley, F. R., Ed.; John Wiley and Sons: New York, 1990; Vol. 1, Chapter 2.
27. For comparison, typical P=N phosphazene bond lengths range from 1.54 to 1.58 Å and P=N-R angles range from 119 to 143°: Allen, C. W. Coord. Chem. Rev. 1994, 130, 137.