N → P intramolecular stabilization of phosphenium ions and preparation of hypercoordinated phosphanes with unusual properties

Journal of Organometallic Chemistry

Volumn 529, Issue 1-2, 1997, Pages 59-68

  Carré, Francis ^a   Chuit, Claude ^a   Corriu, Robert J P ^a   Mehdi, Ahmad ^a   Reyé, Catherine ^a  

^a UNIVERSITÉ DE MONTPELLIER   (France)

Author keywords

Hexacoordinated phosphonium salt; Hypercoordinated phosphane; Pincer ligand; Stabilized phosphenium ions

Indexed keywords

EID: 0031568642     PISSN: 0022328X     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0022-328X(96)06659-4     Document Type: Article

References (40)

1. [1] J.T.B.H. Jastrzebski and G. van Koten, Adv. Organomet. Chem., 35 (1993) 241.
2. [2] G. van Koten, J.T.B.H. Jastrzebski, J.G. Noltes, A.L. Spek and J.C. Schoone, J. Organomet. Chem., 148 (1978) 233.
3. [3] J.T.B.H. Jastrzebski, P.A. van der Schaaf, J. Boersma, G. van Koten, M.C. Zoutberg and D. Heijdenrijk, Organometallics, 8 (1989) 1373; H.C.L. Abbenhuis, N. Feiken, D.M. Grove, J.T.B.H. Jastrzebski, H. Kooijman, P. van der Sluis, W.J.J. Smeets, A.L. Spek and G. van Koten, J. Am. Chem. Soc., 114 (1992) 9773.
4. [3] J.T.B.H. Jastrzebski, P.A. van der Schaaf, J. Boersma, G. van Koten, M.C. Zoutberg and D. Heijdenrijk, Organometallics, 8 (1989) 1373; H.C.L. Abbenhuis, N. Feiken, D.M. Grove, J.T.B.H. Jastrzebski, H. Kooijman, P. van der Sluis, W.J.J. Smeets, A.L. Spek and G. van Koten, J. Am. Chem. Soc., 114 (1992) 9773.
5. [4] G. van Koten, Pure Appl. Chem., 61 (1989) 1681; 62 (1990) 1155; H. Schumann, W. Wassermann and A. Dietrich, J. Organomet. Chem., 365 (1989) 11.
6. [4] G. van Koten, Pure Appl. Chem., 61 (1989) 1681; 62 (1990) 1155; H. Schumann, W. Wassermann and A. Dietrich, J. Organomet. Chem., 365 (1989) 11.
7. [4] G. van Koten, Pure Appl. Chem., 61 (1989) 1681; 62 (1990) 1155; H. Schumann, W. Wassermann and A. Dietrich, J. Organomet. Chem., 365 (1989) 11.
8. [5] F. Carré, C. Chuit, R.J.P. Corriu, A. Mehdi and C. Reyé, Angew. Chem., 106 (1994) 1152; Angew. Chem., Int. Ed. Engl., 33 (1994) 1097.
9. [5] F. Carré, C. Chuit, R.J.P. Corriu, A. Mehdi and C. Reyé, Angew. Chem., 106 (1994) 1152; Angew. Chem., Int. Ed. Engl., 33 (1994) 1097.
10. [6] C. Chuit, R.J.P. Corriu, A. Mehdi and C. Reyé, Chem. Eur. J., 2 (1996) 342.
11. [7] C. Chuit, R.J.P. Corriu, A. Mehdi and C. Reyé, Angew. Chem., 105 (1993) 1372; Angew. Chem., Int. Ed. Engl., 32 (1993) 1311.
12. [7] C. Chuit, R.J.P. Corriu, A. Mehdi and C. Reyé, Angew. Chem., 105 (1993) 1372; Angew. Chem., Int. Ed. Engl., 32 (1993) 1311.
13. [8] R.J.P. Corriu, J.P. Dutheil and G.F. Lanneau, J. Am. Chem. Soc., 106 (1984) 1060; R.J.P. Corriu, G.F. Lanneau and D. Leclercq, Tetrahedron, 45 (1989) 1959; R.J.P. Corriu, G.F. Lanneau and D. Leclercq, Tetrahedron, 36 (1980) 1617; G.F. Lanneau, Phosphorus and Sulfur, 27 (1986) 43; R.J.P. Corriu, Phosphorus and Sulfur, 27 (1986) 1.
14. [8] R.J.P. Corriu, J.P. Dutheil and G.F. Lanneau, J. Am. Chem. Soc., 106 (1984) 1060; R.J.P. Corriu, G.F. Lanneau and D. Leclercq, Tetrahedron, 45 (1989) 1959; R.J.P. Corriu, G.F. Lanneau and D. Leclercq, Tetrahedron, 36 (1980) 1617; G.F. Lanneau, Phosphorus and Sulfur, 27 (1986) 43; R.J.P. Corriu, Phosphorus and Sulfur, 27 (1986) 1.
15. [8] R.J.P. Corriu, J.P. Dutheil and G.F. Lanneau, J. Am. Chem. Soc., 106 (1984) 1060; R.J.P. Corriu, G.F. Lanneau and D. Leclercq, Tetrahedron, 45 (1989) 1959; R.J.P. Corriu, G.F. Lanneau and D. Leclercq, Tetrahedron, 36 (1980) 1617; G.F. Lanneau, Phosphorus and Sulfur, 27 (1986) 43; R.J.P. Corriu, Phosphorus and Sulfur, 27 (1986) 1.
16. [8] R.J.P. Corriu, J.P. Dutheil and G.F. Lanneau, J. Am. Chem. Soc., 106 (1984) 1060; R.J.P. Corriu, G.F. Lanneau and D. Leclercq, Tetrahedron, 45 (1989) 1959; R.J.P. Corriu, G.F. Lanneau and D. Leclercq, Tetrahedron, 36 (1980) 1617; G.F. Lanneau, Phosphorus and Sulfur, 27 (1986) 43; R.J.P. Corriu, Phosphorus and Sulfur, 27 (1986) 1.
17. [8] R.J.P. Corriu, J.P. Dutheil and G.F. Lanneau, J. Am. Chem. Soc., 106 (1984) 1060; R.J.P. Corriu, G.F. Lanneau and D. Leclercq, Tetrahedron, 45 (1989) 1959; R.J.P. Corriu, G.F. Lanneau and D. Leclercq, Tetrahedron, 36 (1980) 1617; G.F. Lanneau, Phosphorus and Sulfur, 27 (1986) 43; R.J.P. Corriu, Phosphorus and Sulfur, 27 (1986) 1.
18. [9] A.H. Cowley and R.A. Kemp, Chem. Rev., 85 (1985) 367.
19. [10] M. Sanchez, M.R. Mazieres, L. Lamande and R. Wolf, in M. Regitz and O.J. Scherer (eds.), Multiple Bonds and Low Coordination in Phosphorus Chemistry, Thieme, Stuttgart, 1990, Chap. D1, p. 129.
20. 31P NMR. Principles and Applications, Academic Press, New York, 1984, p. 553.
21. [12] L. Zsolnai, ZORTEP (an adaptation of the ORTEP II program for PC computers), University of Heidelberg, Germany, 1995.
22. [13] A. Bondi, J. Phys. Chem., 68 (1964) 441.
23. [14] J.J. Daly, J. Chem. Soc., (1964) 3799.
24. [15] C. Brevard and P. Granger, in Handbook of High Resolution Multinuclear NMR, Wiley, New York, 1981, p. 91.
25. [16] V.A. Benin, J.C. Martin and M.R. Willcott, Tetrahedron Lett., 35 (1994) 2133.
26. [17] M. Chauhan, C. Chuit, R.J.P. Corriu and C. Reyé, Tetrahedron Lett., 37 (1996) 845.
27. [18] W. Becker and R. Schmutzler, Phosphorus and Sulfur, 36 (1988) 231; W. Becker, D. Schomburg and R. Schmutzler, Phosphorus, Sulfur, and Silicon, 42 (1989) 21.
28. [18] W. Becker and R. Schmutzler, Phosphorus and Sulfur, 36 (1988) 231; W. Becker, D. Schomburg and R. Schmutzler, Phosphorus, Sulfur, and Silicon, 42 (1989) 21.
29. [19] R. Bartsch, M. Sanchez and R. Wolf, Phosphorus and Sulfur, 35 (1988) 89.
30. [20] L. Lamandé and A. Munoz, Tetrahedron Lett., 32 (1991) 75.
31. [21] R. Reed, R. Réau, F. Dahan and G. Bertrand, Angew. Chem., 105 (1993) 464; Angew. Chem., Int. Ed. Engl., 32 (1993) 399.
32. [21] R. Reed, R. Réau, F. Dahan and G. Bertrand, Angew. Chem., 105 (1993) 464; Angew. Chem., Int. Ed. Engl., 32 (1993) 399.
33. [22] M. Sanchez, F. Cosledan, J.M. Sotiropoulos, L. Lamandé, A.B. Drapailo, A.O. Gudima and V.D. Romanenko, Tetrahedron Lett., 36 (1995) 2085.
34. [23] Y.V. Balitzky, S.E. Pipko, A.D. Sinitsa, A.N. Chemega and Y.G. Gololobov, Phosphorus, Sulfur, and Silicon, 75 (1993) 167; S.E. Pipko, Y.V. Balitzky, A.D. Sinitsa and Y.G. Gololobov, Tetrahedron Lett., 35 (1994) 165.
35. [23] Y.V. Balitzky, S.E. Pipko, A.D. Sinitsa, A.N. Chemega and Y.G. Gololobov, Phosphorus, Sulfur, and Silicon, 75 (1993) 167; S.E. Pipko, Y.V. Balitzky, A.D. Sinitsa and Y.G. Gololobov, Tetrahedron Lett., 35 (1994) 165.
36. [24] N. Auner, R. Probst, F. Hahn and E. Herdtweck, J. Organomet. Chem., 459 (1993) 25.
37. [25] J.B. Lambert and J.H. So, J. Org. Chem., 56 (1991) 5960.
38. [26] C. Chuit, R.J.P. Corriu, C. Reyé and J.C. Young, Chem. Rev., 93 (1993) 1371.
39. [27] G.M. Sheldrick, SHELXS-86, A Program for Crystal Structure Solution, Institüt für Anorganische Chemie der Universität Göttingen, Germany, 1986.
40. [28] G.M. Sheldrick, SHELX-76, A Program for Crystal Structure Determination, University of Cambridge, UK, 1976.