Synthesis and structure of platinum and palladium complexes of dimesitylphosphine

Polyhedron

Volumn 21, Issue 23, 2002, Pages 2409-2419

  Pelczar, Elizabeth M ^a   Nytko, Emily A ^a   Zhuravel, Michael A ^a   Smith, Jeremy M ^a   Glueck, David S ^a   Sommer, Roger ^b   Incarvito, Christopher D ^b   Rheingold, Arnold L ^b  

^a Dartmouth College   (United States)

^b UNIVERSITY OF DELAWARE   (United States)

Author keywords

Cone angle; Dimesitylphosphine; Fluxional; NMR; Secondary phosphine; X ray crystallography

Indexed keywords

DIMESITYLPHOSPHINE; PALLADIUM COMPLEX; PHOSPHINE DERIVATIVE; PLATINUM COMPLEX; UNCLASSIFIED DRUG;

ARTICLE; COMPLEX FORMATION; ISOMERISM; REACTION ANALYSIS; STOICHIOMETRY; STRUCTURE ANALYSIS; SYNTHESIS; TEMPERATURE DEPENDENCE;

EID: 0037108691     PISSN: 02775387     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0277-5387(02)01184-1     Document Type: Article

References (45)

1. W. Levason, in: F.R. Hartley (Ed.), The Chemistry of Organophosphorus Compounds, vol. 1, Wiley, Chichester, England, 1990, pp. 567-641.
2. For selected examples of secondary phosphine complexes, see: (a) C. Masters, B.L. Shaw, J. Chem. Soc. (A) (1971) 3679; (b) P. Leoni, Organometallics 12 (1993) 2432; (c) H.-C. Bottcher, M. Graf, K. Merzweiler, Polyhedron 16 (1997) 341; (d) R.G. Hayter, J. Am. Chem. Soc. 84 (1962) 3046; (e) R.J. Forder, I.S. Mitchell, G. Reid, R.H. Simpson, Polyhedron 13 (1994) 2129; (f) R. Giannandrea, P. Mastrorilli, C.F. Nobile, Inorg. Chim. Acta 284 (1999) 116; (g) T. Campbell, A.M. Gibson, R. Hart, S.D. Orchard, S.J.A. Pope, G. Reid, J. Organomet. Chem. 592 (1999) 296; (h) M.L. Buil, M.A. Esteruelas, E. Onate, N. Ruiz, Organometallics 17 (1998) 3346; (i) P. Leoni, G. Chiaradonna, M. Pasquali, F. Marchetti, A. Fortunelli, G. Germano, Inorg. Chim. Acta 264 (1997) 185; (j) A. Albinati, F. Lianza, M. Pasquali, M. Sommovigo, P. Leoni, P.S. Pregosin, H. Ruegger, Inorg. Chem. 30 (1991) 4690.
3. For selected examples of secondary phosphine complexes, see: (a) C. Masters, B.L. Shaw, J. Chem. Soc. (A) (1971) 3679; (b) P. Leoni, Organometallics 12 (1993) 2432; (c) H.-C. Bottcher, M. Graf, K. Merzweiler, Polyhedron 16 (1997) 341; (d) R.G. Hayter, J. Am. Chem. Soc. 84 (1962) 3046; (e) R.J. Forder, I.S. Mitchell, G. Reid, R.H. Simpson, Polyhedron 13 (1994) 2129; (f) R. Giannandrea, P. Mastrorilli, C.F. Nobile, Inorg. Chim. Acta 284 (1999) 116; (g) T. Campbell, A.M. Gibson, R. Hart, S.D. Orchard, S.J.A. Pope, G. Reid, J. Organomet. Chem. 592 (1999) 296; (h) M.L. Buil, M.A. Esteruelas, E. Onate, N. Ruiz, Organometallics 17 (1998) 3346; (i) P. Leoni, G. Chiaradonna, M. Pasquali, F. Marchetti, A. Fortunelli, G. Germano, Inorg. Chim. Acta 264 (1997) 185; (j) A. Albinati, F. Lianza, M. Pasquali, M. Sommovigo, P. Leoni, P.S. Pregosin, H. Ruegger, Inorg. Chem. 30 (1991) 4690.
4. For selected examples of secondary phosphine complexes, see: (a) C. Masters, B.L. Shaw, J. Chem. Soc. (A) (1971) 3679; (b) P. Leoni, Organometallics 12 (1993) 2432; (c) H.-C. Bottcher, M. Graf, K. Merzweiler, Polyhedron 16 (1997) 341; (d) R.G. Hayter, J. Am. Chem. Soc. 84 (1962) 3046; (e) R.J. Forder, I.S. Mitchell, G. Reid, R.H. Simpson, Polyhedron 13 (1994) 2129; (f) R. Giannandrea, P. Mastrorilli, C.F. Nobile, Inorg. Chim. Acta 284 (1999) 116; (g) T. Campbell, A.M. Gibson, R. Hart, S.D. Orchard, S.J.A. Pope, G. Reid, J. Organomet. Chem. 592 (1999) 296; (h) M.L. Buil, M.A. Esteruelas, E. Onate, N. Ruiz, Organometallics 17 (1998) 3346; (i) P. Leoni, G. Chiaradonna, M. Pasquali, F. Marchetti, A. Fortunelli, G. Germano, Inorg. Chim. Acta 264 (1997) 185; (j) A. Albinati, F. Lianza, M. Pasquali, M. Sommovigo, P. Leoni, P.S. Pregosin, H. Ruegger, Inorg. Chem. 30 (1991) 4690.
5. For selected examples of secondary phosphine complexes, see: (a) C. Masters, B.L. Shaw, J. Chem. Soc. (A) (1971) 3679; (b) P. Leoni, Organometallics 12 (1993) 2432; (c) H.-C. Bottcher, M. Graf, K. Merzweiler, Polyhedron 16 (1997) 341; (d) R.G. Hayter, J. Am. Chem. Soc. 84 (1962) 3046; (e) R.J. Forder, I.S. Mitchell, G. Reid, R.H. Simpson, Polyhedron 13 (1994) 2129; (f) R. Giannandrea, P. Mastrorilli, C.F. Nobile, Inorg. Chim. Acta 284 (1999) 116; (g) T. Campbell, A.M. Gibson, R. Hart, S.D. Orchard, S.J.A. Pope, G. Reid, J. Organomet. Chem. 592 (1999) 296; (h) M.L. Buil, M.A. Esteruelas, E. Onate, N. Ruiz, Organometallics 17 (1998) 3346; (i) P. Leoni, G. Chiaradonna, M. Pasquali, F. Marchetti, A. Fortunelli, G. Germano, Inorg. Chim. Acta 264 (1997) 185; (j) A. Albinati, F. Lianza, M. Pasquali, M. Sommovigo, P. Leoni, P.S. Pregosin, H. Ruegger, Inorg. Chem. 30 (1991) 4690.
6. For selected examples of secondary phosphine complexes, see: (a) C. Masters, B.L. Shaw, J. Chem. Soc. (A) (1971) 3679; (b) P. Leoni, Organometallics 12 (1993) 2432; (c) H.-C. Bottcher, M. Graf, K. Merzweiler, Polyhedron 16 (1997) 341; (d) R.G. Hayter, J. Am. Chem. Soc. 84 (1962) 3046; (e) R.J. Forder, I.S. Mitchell, G. Reid, R.H. Simpson, Polyhedron 13 (1994) 2129; (f) R. Giannandrea, P. Mastrorilli, C.F. Nobile, Inorg. Chim. Acta 284 (1999) 116; (g) T. Campbell, A.M. Gibson, R. Hart, S.D. Orchard, S.J.A. Pope, G. Reid, J. Organomet. Chem. 592 (1999) 296; (h) M.L. Buil, M.A. Esteruelas, E. Onate, N. Ruiz, Organometallics 17 (1998) 3346; (i) P. Leoni, G. Chiaradonna, M. Pasquali, F. Marchetti, A. Fortunelli, G. Germano, Inorg. Chim. Acta 264 (1997) 185; (j) A. Albinati, F. Lianza, M. Pasquali, M. Sommovigo, P. Leoni, P.S. Pregosin, H. Ruegger, Inorg. Chem. 30 (1991) 4690.
7. For selected examples of secondary phosphine complexes, see: (a) C. Masters, B.L. Shaw, J. Chem. Soc. (A) (1971) 3679; (b) P. Leoni, Organometallics 12 (1993) 2432; (c) H.-C. Bottcher, M. Graf, K. Merzweiler, Polyhedron 16 (1997) 341; (d) R.G. Hayter, J. Am. Chem. Soc. 84 (1962) 3046; (e) R.J. Forder, I.S. Mitchell, G. Reid, R.H. Simpson, Polyhedron 13 (1994) 2129; (f) R. Giannandrea, P. Mastrorilli, C.F. Nobile, Inorg. Chim. Acta 284 (1999) 116; (g) T. Campbell, A.M. Gibson, R. Hart, S.D. Orchard, S.J.A. Pope, G. Reid, J. Organomet. Chem. 592 (1999) 296; (h) M.L. Buil, M.A. Esteruelas, E. Onate, N. Ruiz, Organometallics 17 (1998) 3346; (i) P. Leoni, G. Chiaradonna, M. Pasquali, F. Marchetti, A. Fortunelli, G. Germano, Inorg. Chim. Acta 264 (1997) 185; (j) A. Albinati, F. Lianza, M. Pasquali, M. Sommovigo, P. Leoni, P.S. Pregosin, H. Ruegger, Inorg. Chem. 30 (1991) 4690.
8. For selected examples of secondary phosphine complexes, see: (a) C. Masters, B.L. Shaw, J. Chem. Soc. (A) (1971) 3679; (b) P. Leoni, Organometallics 12 (1993) 2432; (c) H.-C. Bottcher, M. Graf, K. Merzweiler, Polyhedron 16 (1997) 341; (d) R.G. Hayter, J. Am. Chem. Soc. 84 (1962) 3046; (e) R.J. Forder, I.S. Mitchell, G. Reid, R.H. Simpson, Polyhedron 13 (1994) 2129; (f) R. Giannandrea, P. Mastrorilli, C.F. Nobile, Inorg. Chim. Acta 284 (1999) 116; (g) T. Campbell, A.M. Gibson, R. Hart, S.D. Orchard, S.J.A. Pope, G. Reid, J. Organomet. Chem. 592 (1999) 296; (h) M.L. Buil, M.A. Esteruelas, E. Onate, N. Ruiz, Organometallics 17 (1998) 3346; (i) P. Leoni, G. Chiaradonna, M. Pasquali, F. Marchetti, A. Fortunelli, G. Germano, Inorg. Chim. Acta 264 (1997) 185; (j) A. Albinati, F. Lianza, M. Pasquali, M. Sommovigo, P. Leoni, P.S. Pregosin, H. Ruegger, Inorg. Chem. 30 (1991) 4690.
9. For selected examples of secondary phosphine complexes, see: (a) C. Masters, B.L. Shaw, J. Chem. Soc. (A) (1971) 3679; (b) P. Leoni, Organometallics 12 (1993) 2432; (c) H.-C. Bottcher, M. Graf, K. Merzweiler, Polyhedron 16 (1997) 341; (d) R.G. Hayter, J. Am. Chem. Soc. 84 (1962) 3046; (e) R.J. Forder, I.S. Mitchell, G. Reid, R.H. Simpson, Polyhedron 13 (1994) 2129; (f) R. Giannandrea, P. Mastrorilli, C.F. Nobile, Inorg. Chim. Acta 284 (1999) 116; (g) T. Campbell, A.M. Gibson, R. Hart, S.D. Orchard, S.J.A. Pope, G. Reid, J. Organomet. Chem. 592 (1999) 296; (h) M.L. Buil, M.A. Esteruelas, E. Onate, N. Ruiz, Organometallics 17 (1998) 3346; (i) P. Leoni, G. Chiaradonna, M. Pasquali, F. Marchetti, A. Fortunelli, G. Germano, Inorg. Chim. Acta 264 (1997) 185; (j) A. Albinati, F. Lianza, M. Pasquali, M. Sommovigo, P. Leoni, P.S. Pregosin, H. Ruegger, Inorg. Chem. 30 (1991) 4690.
10. For selected examples of secondary phosphine complexes, see: (a) C. Masters, B.L. Shaw, J. Chem. Soc. (A) (1971) 3679; (b) P. Leoni, Organometallics 12 (1993) 2432; (c) H.-C. Bottcher, M. Graf, K. Merzweiler, Polyhedron 16 (1997) 341; (d) R.G. Hayter, J. Am. Chem. Soc. 84 (1962) 3046; (e) R.J. Forder, I.S. Mitchell, G. Reid, R.H. Simpson, Polyhedron 13 (1994) 2129; (f) R. Giannandrea, P. Mastrorilli, C.F. Nobile, Inorg. Chim. Acta 284 (1999) 116; (g) T. Campbell, A.M. Gibson, R. Hart, S.D. Orchard, S.J.A. Pope, G. Reid, J. Organomet. Chem. 592 (1999) 296; (h) M.L. Buil, M.A. Esteruelas, E. Onate, N. Ruiz, Organometallics 17 (1998) 3346; (i) P. Leoni, G. Chiaradonna, M. Pasquali, F. Marchetti, A. Fortunelli, G. Germano, Inorg. Chim. Acta 264 (1997) 185; (j) A. Albinati, F. Lianza, M. Pasquali, M. Sommovigo, P. Leoni, P.S. Pregosin, H. Ruegger, Inorg. Chem. 30 (1991) 4690.
11. For selected examples of secondary phosphine complexes, see: (a) C. Masters, B.L. Shaw, J. Chem. Soc. (A) (1971) 3679; (b) P. Leoni, Organometallics 12 (1993) 2432; (c) H.-C. Bottcher, M. Graf, K. Merzweiler, Polyhedron 16 (1997) 341; (d) R.G. Hayter, J. Am. Chem. Soc. 84 (1962) 3046; (e) R.J. Forder, I.S. Mitchell, G. Reid, R.H. Simpson, Polyhedron 13 (1994) 2129; (f) R. Giannandrea, P. Mastrorilli, C.F. Nobile, Inorg. Chim. Acta 284 (1999) 116; (g) T. Campbell, A.M. Gibson, R. Hart, S.D. Orchard, S.J.A. Pope, G. Reid, J. Organomet. Chem. 592 (1999) 296; (h) M.L. Buil, M.A. Esteruelas, E. Onate, N. Ruiz, Organometallics 17 (1998) 3346; (i) P. Leoni, G. Chiaradonna, M. Pasquali, F. Marchetti, A. Fortunelli, G. Germano, Inorg. Chim. Acta 264 (1997) 185; (j) A. Albinati, F. Lianza, M. Pasquali, M. Sommovigo, P. Leoni, P.S. Pregosin, H. Ruegger, Inorg. Chem. 30 (1991) 4690.
12. I.V. Kourkine, M.D. Sargent, D.S. Glueck, Organometallics 17 (1998) 125.
13. M.A. Zhuravel, N.S. Grewal, D.S. Glueck, K.-C. Lam, A.L. Rheingold, Organometallics 19 (2000) 2882.
14. 2), see: I.V. Kourkine, S.V. Maslennikov, R. Ditchfield, D.S. Glueck, G.P.A. Yap, L.M. Liable-Sands, A.L. Rheingold, Inorg. Chem. 35 (1996) 6708.
15. W. de Graaf, J. Boersma, W.J.J. Smeets, A.L. Spek, G. van Koten, Organometallics 8 (1989) 2907.
16. R.K. Harris, Can. J. Chem. 42 (1964) 2275.
17. (a) A. Gillie, J.K. Stille, J. Am. Chem. Soc. 102 (1980) 4933;
18. (b) J. Krause, G. Cestaric, K.-J. Haack, K. Seevogel, W. Storm, K.-R. Pörschke J. Am. Chem. Soc. 121 (1999) 9807.
19. F.R. Hartley, The Chemistry of Platinum and Palladium, Wiley, New York, 1973.
20. P. Budzelaar, gNMR V3.6.5, Cherwell Scientific Publishing, Oxford, 1996.
21. 13C NMR of Transition Metal Phosphine Complexes, Springer-Verlag, New York, 1979.
22. R.G. Pearson, Inorg. Chem. 12 (1973) 712.
23. J. Vicente, A. Arcas, D. Bautista, P.G. Jones, Organometallics 16 (1997) 2127.
24. S.H. Mastin, P. Haake, J. Chem. Soc., Chem. Commun. (1970) 202.
25. G.K. Anderson, J.A. Davies, D.J. Schoeck, Inorg. Chim. Acta 76 (1983) L251.
26. A.G. Orpen, L. Brammer, F.H. Allen, O. Kennard, D.G. Watson, R. Taylor, J. Chem. Soc., Dalton Trans. (1989) SI.
27. G.K. Anderson, H.C. Clark, J.A. Davies, G. Ferguson, M. Parvez J. Cryst. Spectr. Res. 12 (1982) 449.
28. F.R. Hartley, Chem. Soc. Rev. 2 (1973) 163.
29. J.M. Brunel B. Faure, M. Maffei, Coord. Chem. Rev. 178-180 (1998) 665.
30. R.A. Bartlett, M.M. Olmstead, P.P. Power, G.A. Sigel, Inorg. Chem. 26 (1987) 1941.
31. (a) B.C. Taverner, J. Comput. Chem. 17 (1996) 1612;
32. (b) B.C. Taverner, STERIC 1.12B. 1997. Available on the Internet at http://www.gh.wits.ac.za.
33. C.A. Tolman, Chem. Rev. 77 (1977) 313.
34. (a) A. Bright, B.E. Mann, C. Masters, B.L. Shaw, R.M. Slade, R.E. Stainbank, J. Chem. Soc. (A) (1971) 1826;
35. (b) R. Giannandrea, P. Mastrorilli, M. Palma, F.P. Fanizzi, U. Englert, C.F. Nobile, Eur. J. Inorg. Chem. (2000) 2573.
36. C.H. Bushweller, C.D. Rithner, D.J. Butcher, Inorg. Chem. 25 (1986) 1610.
37. A.B. Pangborn, M.A. Giardello, R.H. Grubbs, R.K. Rosen, F.J. Timmers, Organometallics 15 (1996) 1518.
38. D. Drew, J.R. Doyle, Inorg. Synth. 28 (1990) 346.
39. G.K. Anderson, M. Lin, Inorg. Synth. 28 (1990) 60.
40. J.X. McDermott, J.F. White, G.M. Whitesides, J. Am. Chem. Soc. 98 (1976) 6521.
41. H.C. Clark, L.E. Manzer, J. Organomet. Chem. 59 (1973) 411.
42. T.G. Appleton, M.A. Bennett, Inorg. Chem. 17 (1978) 738.
43. L.J. Farrugia, J. Appl. Cryst. 30 (1997) 565.
44. J.M. Smith, N.J. Coville, L.M. Cook, J.C.A. Boeyens, Organo-metallics 19 (2000) 5273.
45. CRC Handbook of Chemistry and Physics, 71st ed., CRC Press, Boca Raton, FL, 1990.