Staudinger reaction as a way out to avoid cyclization in the reaction of silylated dichloro(hydrazino)phosphane with trimethylsilyl azide

European Journal of Inorganic Chemistry

Volumn , Issue 27, 2008, Pages 4199-4203

  Schulz, Axel ^a,b   Villinger, Alexander ^a  

^a UNIVERSITY OF ROSTOCK   (Germany)

^b LEIBNIZ INSTITUT FÜR KATALYSE E V AN DER UNIVERSITÄT ROSTOCK   (Germany)

Author keywords

Azides; Gallium; NBO analysis; Nitrogen heterocycles; Phosphorus heterocycles; Structure elucidation

Indexed keywords

CHLORINE COMPOUNDS; CYCLIZATION; GALLIUM; NITROGEN; NITROGEN COMPOUNDS; SILICON COMPOUNDS;

AZIDE; CYCLIZATIONS; NBO ANALYSIS; NITROGEN HETEROCYCLES; PHOSPHANES; PHOSPHORUS HETEROCYCLES; STAUDINGER REACTIONS; STRUCTURE ELUCIDATION; TRIMETHYLSILYL; TRIMETHYLSILYL AZIDE;

GALLIUM COMPOUNDS;

EID: 53549107491     PISSN: 14341948     EISSN: 10990682     Source Type: Journal    
DOI: 10.1002/ejic.200800446     Document Type: Article

References (36)

1. a) S. Herler, A. Villinger, P. Mayer, A. Schulz, J. J. Weigand, Angew. Chem. Int. Ed. 2005, 44, 7790-7793;
2. b) P. Mayer, A. Schulz, A. Villinger, Chem. Commun. 2006, 1236-1238;
3. c) P. Mayer, A. Schulz, A. Villinger, J. Organomet. Chem. 2007, 692, 2839-2842.
4. H. Brand, A. Schulz, A. Villinger, Z. Anorg. Allg. Chem. 2007, 633, 22-35.
5. G. Fischer, S. Herler, P. Mayer, A. Schulz, A. Villinger, J. J. Weigand, Inorg. Chem. 2005, 44, 1740-1751.
6. M. R. Marre-Mazières, M. Sanchez, R. Wolf, Nouv. J. Chim. 1985, 9, 605-615.
7. H. Staudinger, E. Hauser, Helv. Chim. Acta 1919, 2, 635-646.
8. a) K. Sasse in Houben-Weyl: Methoden der Organischen Chemie, Bd. 12, Teil 1 (Organische-Phosphor-Verbindungen), Thieme, Stuttgart, 1963, p. 73;
9. b) R. F. Hudson, Structure and Mechanism in Organophosphorus Chemistry, Academic Press, London, 1965, p. 198;
10. c) A. W. Johnson, Ylid Chemistry, Academic Press, London, 1966, p. 219;
11. d) H. J. Bestmann, J. Zimmermann in Organic Phosphorus Compounds, Bd. 3, (Eds.: G. M. Kosalapoff, L. Maier) Wiley-Interscience, New York, 1972, p. 11;
12. e) M. Regnitz (Ed.), Houben-Weyl: Methoden der Organischen Chemie, Bd. E II (Phosphorverbindungen), Thieme, Stuttgart, 1982, p. 96.
13. A. W. Johnson, Ylides and Imines of Phosphorus, Wiley, New York 1993.
14. K. Dehnicke, F. Weller, Coord. Chem. Rev. 1997, 158, 103-169.
15. K. Dehnicke, M. Krieger, W. Massa, Coord. Chem. Rev. 1999, 182, 19-65.
16. M. Köhn, R. Breinbauer, Angew. Chem. Int. Ed. 2004, 43, 3106-3116.
17. F. Heshmatpour, D. Nusshaer, R. Garbe, S. Wocadlo, W. Massa, K. Dehnicke, H. Goesmann, D. Fenske, Z. Allg. Anorg. Chem. 1995, 621, 443-450.
18. K. Huynh, E. Rivard, A. J. Lough, I. Manners, Inorg. Chem. 2007, 46, 9979-9987.
19. B|, (Schomaker-Steveson equation), A. F. Holleman, E. Wiberg, Lehrbuch der Anorganischen Chemie, vol. 101, Walter de Gruyter, 1995, Anhang V.
20. E. Niecke, O. Altmeyer, M. Nieger, J. Chem. Soc., Chem. Commun. 1988, 945-946.
21. a) E. D Glendening, A. E. Reed, J. E. Carpenter, F. Weinhold, NBO Version 3.1;
22. b) J. E. Carpenter, F. Weinhold, THEOCHEM 1988, 169, 41-62;
23. c) F. Weinhold, J. E. Carpenter, The Structure of Small Molecules and Ions, Plenum, 1988, p. 227;
24. d) F. Weinhold, C. Landis, Valency and Bonding. A Natural Bond Orbital Donor-Acceptor Perspective, Cambridge University Press, 2005 and references cited therein;
25. e) The NBO analysis was carried out with the experimental structural data by utilizing the B3LYP/6-31G(d,p) level of theory.
26. E. Niecke, D. Gudat, Angew. Chem. 1991, 103, 251-270;
27. Angew. Chem. Int. Ed. Engl. 1991, 30, 217-237 and references cited therein.
28. C. J. Carmalt, J. D. Mileham, A. J. P. White, D. J. Williams, J. W. Steed, Inorg. Chem. 2001, 40, 6035-6038.
29. C. J. Carmalt, J. D. Mileham, A. J. P. White, D. J. Williams, Dalton Trans. 2003, 4255-4260.
30. Sum of covalent radii: r(Ga) = 1.26; A. F. Holleman, E. Wiberg, Lehrbuch der Anorganischen Chemie, vol. 101, Walter de Gruyter, 1995, Anhang V.
31. a) T. M. Klapötke, A. Schulz, R. D. Harcourt (Eds.), Quantum Chemical Methods in Main Group Chemistry, Wiley, New York, 1998;
32. b) A. Schulz, I. C. Tornieporth-Oetting, T. M. Klapötke, Inorg. Chem. 1995, 34, 4343 and references cited therein.
33. N. Götz, S. Herler, P. Mayer, A. Schulz, A. Villinger, Eur. J. Inorg. Chem. 2006, 2051-2057.
34. G. M. Sheldrick, SHELXS-97: Program for the Solution of Crystal Structures, University of Göttingen, Germany 1997.
35. G. M. Sheldrick, SHELXL-97: Program for the Refinement of Crystal Structures, University of Göttingen, Germany 1997.
36. ABSPACK, Oxford Diffraction, 2005.