New Trends in Phosphametallocene Chemistry

  • Duncan Carmichael
  • François Mathey
Chapter
Part of the Topics in Current Chemistry book series (TOPCURRCHEM, volume 220)

Abstract

The increasing general awareness of phospholyl ligands within the chemical community rests upon two properties: they can replace cyclopentadienyls in metal complexes and their ŋ5-transition metal complexes can act as π-acceptor ligands for coordination chemistry. In this review three interrelated areas exploiting these characteristics are presented. They comprise new structures and reagents based upon main-group phospholyl complexes, the incorporation of phospholyl ligands into transition metal paramagnetic metallocenes, and the application of transition-metal phospholyl complexes in homogeneous catalysis.

Keywords

Phosphole Phospholyl Phosphametallocene Planar chirality Paramagnetic complexes 

Preview

Unable to display preview. Download preview PDF.

Unable to display preview. Download preview PDF.

5 References

  1. 1.
    Mathey F, Fischer J, Nelson JH (1983) Struct Bond 55:153CrossRefGoogle Scholar
  2. 2.
    Mathey F (1987) Nouv J Chim 11:585Google Scholar
  3. 3.
    Mathey F (1994) Coord Chem Rev 137:1CrossRefGoogle Scholar
  4. 4.
    Dillon KB, Mathey F, Nixon JF (1998) Phosphorus: the carbon copy. Wiley Chichester, p 294Google Scholar
  5. 5.
    Braye EH, Caplier I, Saussez R (1971) Tetrahedron 27:5523CrossRefGoogle Scholar
  6. 6.
    Kilcast D, Thomson C (1971) Tetrahedron 27:5705CrossRefGoogle Scholar
  7. 7.
    Charrier C, Mathey F (1987) Tetrahedron Lett 28:5025CrossRefGoogle Scholar
  8. 8.
    Douglas T, Theopold KH (1989) Angew Chem Int Ed Engl 28:1367CrossRefGoogle Scholar
  9. 9.
    Espinosa-Ferao A, Deschamps B, Mathey F (1993) Bull Soc Chim Fr 130:695Google Scholar
  10. 10.
    Holand S, Jeanjean M, Mathey F (1997) Angew Chem Int Ed Engl 36:98CrossRefGoogle Scholar
  11. 11.
    Westerhausen M, Digeser MH, Nöth H, Ponikwar W, Seifert T, Polborn K (1999) Inorg Chem 38:3207CrossRefGoogle Scholar
  12. 12.
    Chesnut DB, Quin LD (1994) J Am Chem Soc 116:9638CrossRefGoogle Scholar
  13. 13.
    Goldfuss B, Schleyer PR, Hampel F (1996) Organometallics 15:1755CrossRefGoogle Scholar
  14. 14.
    Charrier C, Bonnard H, Mathey F, Neibecker D (1982) J Organomet Chem 231:361CrossRefGoogle Scholar
  15. 15.
    Caffyn AJM, Carmichael D, Mathey F, Ricard L (1997) Organometallics 16:2049CrossRefGoogle Scholar
  16. 16.
    Nief F, Mathey F (1988) Chem Commun 770Google Scholar
  17. 17.
    Forissier K, Ricard L, Carmichael D, Mathey F (1999) Chem Commun 1273Google Scholar
  18. 18.
    Appel R (1990) Phosphaalkenes, phosphacarbaoligoenes and phosphaallenes. In: Scherer OJ, Regitz M (eds) Multiple bonds and low coordination in phosphorus chemistry. Thieme Verlag, Stuttgart New YorkGoogle Scholar
  19. 19.
    Paul F, Carmichael D, Ricard L, Mathey F (1996) Angew Chem Int Ed Engl 35:1125CrossRefGoogle Scholar
  20. 20.
    Laporte F, Mercier F, Ricard L, Mathey F (1994) J Am Chem Soc 116:3306CrossRefGoogle Scholar
  21. 21.
    Gosink H-J, Nief F, Ricard, Mathey F (1995) Inorg Chem 34:1306CrossRefGoogle Scholar
  22. 22.
    Westerhausen M, Digeser MH, Nöth H, Seifert T, Pfitzner A (1998) J Am Chem Soc 120:6722CrossRefGoogle Scholar
  23. 23.
    Dransfeld A, Nyulászi L, Schleyer PR (1999) Inorg Chem 37:4413CrossRefGoogle Scholar
  24. 24.
    Jutzi P (1990) J Organomet Chem 400:1CrossRefGoogle Scholar
  25. 25.
    Becker G, Schmidt H, Uhl G, Uhl W (1990) Inorg Synth 27:243CrossRefGoogle Scholar
  26. 26.
    Westerhausen M, Digeser MH, Gückel C, Nöth H, Knizek J, Ponikwar W (1999) Organometallics 18:2491CrossRefGoogle Scholar
  27. 27.
    Douglas T, Theopold KH, Haggerty BS, Rheingold AL (1990) Polyhedron 9:329CrossRefGoogle Scholar
  28. 28.
    Schnepf A, Stößer G, Carmichael D, Mathey F, Schnöckel H 1999 Angew Chem Int Ed Engl 38:1646CrossRefGoogle Scholar
  29. 29.
    Chojnacki J, Baum E, Krossing I, Carmichael D, Mathey F, Schnöckel H (2001) Z Anorg Allg Chem 627:1209CrossRefGoogle Scholar
  30. 30.
    Jutzi P, Burford N (1999) Chem Rev 99:969 and references cited thereinCrossRefGoogle Scholar
  31. 31.
    Burkey D, Hanusa TP (1995) Organometallics 14:11CrossRefGoogle Scholar
  32. 32.
    Forissier K, Ricard L, Carmichael D, Mathey F (1999) (unpublished)Google Scholar
  33. 33.
    Lemoine P, Gross M, Braunstein P, Mathey F, Deschamps B, Nelson JH (1984) Organometallics 3:1303CrossRefGoogle Scholar
  34. 34.
    Lemoine P, Gross M, Braunstein P, Mathey F, Deschamps B (1986) J Organomet Chem 295:189CrossRefGoogle Scholar
  35. 35.
    Román E, Leiva AM, Casasempere MA, Charrier C, Mathey F, Garland MT, Le Marouille J-Y (1986) J Organomet Chem 309:323CrossRefGoogle Scholar
  36. 36.
    Roberts RMG, Silver J, Wells AS (1986) Inorg Chim Acta 126:61CrossRefGoogle Scholar
  37. 37.
    Bartsch R, Hitchcock PB, Nixon JF (1988) J Organomet Chem 356:C1CrossRefGoogle Scholar
  38. 38.
    Arnold PA, Cloke FGN, Nixon JF (1998) Chem Commun 797. This complex forms an asymmetric dimer in the solid state. Nixon JF personal communicationGoogle Scholar
  39. 39.
    Cloke FGN, Hanks JR, Hitchcock PB, Nixon JF (1999) Chem Commun 1731Google Scholar
  40. 40.
    Cloke FGN, Green JC, Hanks JR, Nixon JF, Suter JL (2000) J Chem Soc Dalton Trans 3534Google Scholar
  41. 41.
    Cloke FGN, Flower KR, Hitchcock PB, Nixon JF (1995) Chem Commun 1659Google Scholar
  42. 42.
    Clark T, Elvers A, Heinemann FW, Hennemann M, Zeller M, Zenneck U (2000) Angew Chem Int Ed Engl 39:2807Google Scholar
  43. 43.
    Elvers A, Heinemann FW, Kummer S, Wrackmeyer B, Zeller M, Zenneck U (1999) Phosphorus Sulfur Silicon Relat Elem 144(6):725CrossRefGoogle Scholar
  44. 44.
    Quin LD (1996) In: Katrizky AR, Rees CW, Scriven EFW (eds) Compr Heterocycl Chem II 2:757Google Scholar
  45. 45.
    Feher R, Köhler FH, Nief F, Ricard L, Rossmayer S (1997) Organometallics 16:4606CrossRefGoogle Scholar
  46. 46.
    Hitchcock PB, Lawless GA, Marziano I (1997) J Organomet Chem 527:305CrossRefGoogle Scholar
  47. 47.
    Kostic NM, Fenske RF (1983) Organometallics 2:1008CrossRefGoogle Scholar
  48. 48.
    Sava X (2000) PhD thesis, Ecole Polytechnique, FranceGoogle Scholar
  49. 49.
    Ashe AJ III, Al Ahmad S, Pilotek S, Puranik DB, Elschenbroich C, Behrendt A (1995) Organometallics 14:2689CrossRefGoogle Scholar
  50. 50.
    Waluk J, Klein H-P, Ashe AJ III, Michl J (1989) Organometallics 8:2804CrossRefGoogle Scholar
  51. 51.
    Prins R (1970) Mol Phys 19:603CrossRefGoogle Scholar
  52. 52.
    Atwood DA, Cowley AH, Dennis SM (1993) Inorg Chem 32:1527CrossRefGoogle Scholar
  53. 53.
    Roberts RMG, Silver J, Wells AS (1986) Inorg Chim Acta 119:165CrossRefGoogle Scholar
  54. 54.
    Birchall I, Drummond T (1971) Inorg Chem 10:399CrossRefGoogle Scholar
  55. 55.
    Forissier K, Ricard L, Carmichael D, Mathey F (2000) Organometallics 19:954CrossRefGoogle Scholar
  56. 56.
    Gloaguen B, Astruc D (1990) J Am Chem Soc 112:4607CrossRefGoogle Scholar
  57. 57.
    Kölle U, Klaeui WL (1991) Z Naturforsch Teil B 46B:75Google Scholar
  58. 58.
    For example, Robbins JC, Edelstein N, Spencer B, Smart JC (1982) J Am Chem Soc 104:1882CrossRefGoogle Scholar
  59. 59.
    Blümel J, Hebendanz N, Hudeczek P, K?hler FH, Strauss W (1992) J Am Chem Soc 114:4223CrossRefGoogle Scholar
  60. 60.
    Collins JE, Castellani MP, Rheingold AL, Miller EJ, Geiger WE, Rieger AL, Rieger PH (1995) Organometallics 14:1232CrossRefGoogle Scholar
  61. 61.
    Herberich G, Ganter B (2001) Inorg Chem Commun 4:100CrossRefGoogle Scholar
  62. 62.
    Wendicke S, Forissier K, Carmichael D, Mathey F (2000) (unpublished)Google Scholar
  63. 63.
    Arliguie T, Ephritikhine M, Lance M, Nierlich M (1996) J Organometallic Chem 524:239CrossRefGoogle Scholar
  64. 64.
    Cloke FGN, Flower KR, Jones C, Matos RM, Nixon JF (1995) J Organomet Chem 487: C21CrossRefGoogle Scholar
  65. 65.
    Bartsch R, Hitchcock PB, Nixon JF (1989) J Organomet Chem 373:C17CrossRefGoogle Scholar
  66. 66.
    Mathey F (1986) J Organomet Chem 154:C13CrossRefGoogle Scholar
  67. 67.
    Garrett CE, Fu GC (1997) J Org Chem 62:4534CrossRefGoogle Scholar
  68. 68.
    Sava X, Ricard L, Mathey F, Le Floch P (2000) Organometallics 19:4899CrossRefGoogle Scholar
  69. 69.
    Ahlers W, Mackewitz T, Roeper M, Mathey F, Ganter C, Breit B (BASF) Ger Offen DE 19 921 730 (2000) Chem Abstr 133:349, 964bGoogle Scholar
  70. 70.
    Ganter C, Brassat L, Glinsböckel C, Ganter B (1997) Organometallics 16:2862CrossRefGoogle Scholar
  71. 71.
    Ganter C, Brassat L, Ganter B (1997) Tetrahedron: Asymmetry 8:2607CrossRefGoogle Scholar
  72. 72.
    Ganter C, Brassat L, Ganter B (1997) Chem Ber/Recueil 130:1771CrossRefGoogle Scholar
  73. 73.
    Ganter C, Glinsböckel C, Ganter B (1998) Eur J Inorg Chem 1163Google Scholar
  74. 74.
    Qiao S, Fu GC (1998) J Org Chem 63:4168CrossRefGoogle Scholar
  75. 75.
    Tanaka K, Qiao S, Tobisu M, Lo MM-C, Fu GC (2000) J Am Chem Soc 122:9870CrossRefGoogle Scholar
  76. 76.
    Tani K (1985) Pure Appl Chem 57:1845CrossRefGoogle Scholar
  77. 77.
    Ganter C, Kaulen C, Englert U (1999) Organometallics 18:5444CrossRefGoogle Scholar
  78. 78.
    Shintani R, Lo MM-C, Fu GC (2000) Org Lett 2:3695CrossRefGoogle Scholar
  79. 79.
    Poizat O, Sourisseau C (1981) J Organomet Chem 213:461CrossRefGoogle Scholar
  80. 80.
    Janiak C, Versteeg U, Lange KCH, Weimann R, Hahn E (1995) J Organomet Chem 501:219CrossRefGoogle Scholar
  81. 81.
    Janiak C, Lange KCH, Versteeg E, Lentz D, Budzelaar PHM (1996) Chem Ber 129:1517CrossRefGoogle Scholar
  82. 82.
    de Boer EJM, Gilmore IJ, Korndorffer FM, Horton AD, Van der Linden A, Royan BW, Ruisch BJ, Schoon L, Shaw RW (1998) J Mol Catal A 128:155CrossRefGoogle Scholar
  83. 83.
    Brown SJ, Gao X, Harrison DG, Koch L, Spence REH, Yap GPA (1998) Organometallics 17:5445CrossRefGoogle Scholar
  84. 84.
    Sone M, Yoshida O, Sato M (2000) (Tosoh) JP 2000 273 114 Chem Abstr 133:252, 873hGoogle Scholar

Copyright information

© Springer-Verlag Berlin Heidelberg 2002

Authors and Affiliations

  • Duncan Carmichael
    • 1
  • François Mathey
    • 1
  1. 1.“Hétéroéléments et Coordination” UMR CNRS 7653DCPH, Ecole PolytechniquePalaiseau CedexFrance

Personalised recommendations