Skip to main content

Metal Complexes of Pincer Ligands: Excited States, Photochemistry, and Luminescence

  • Chapter
  • First Online:
Organometallic Pincer Chemistry

Part of the book series: Topics in Organometallic Chemistry ((TOPORGAN,volume 40))

Abstract

Pincer ligands of the form ECE that incorporate N-heterocyclic lateral units, E, are terdentate analogues of NC-cyclometallating ligands such as 2-phenylpyridine. They are able to form a variety of highly luminescent complexes with platinum(II) and iridium(III). They can also be thought of as cyclometallating analogues of the NNN-coordinating ligand terpyridine. The introduction of the carbon atom can impart significant changes on the nature and energy of the electronic excited states, as is evident for complexes of ruthenium(II), where a shift in the absorption to low energy in the metallated systems has sparked interest in applications for dye-sensitised solar cells. Investigations in these areas over the past decade are reviewed. We also consider related complexes in which the lateral coordinating units are aliphatic N donors, phosphines, or sulphur ligands. The lack of good π-accepting units in such compounds tends to lead to weaker ligand fields and hence to low-energy metal-centred states. These states dictate much of the excited-state chemistry and compromise the efficiency of luminescence at room temperature.

This is a preview of subscription content, log in via an institution to check access.

Access this chapter

Chapter
USD 29.95
Price excludes VAT (USA)
  • Available as PDF
  • Read on any device
  • Instant download
  • Own it forever
eBook
USD 259.00
Price excludes VAT (USA)
  • Available as EPUB and PDF
  • Read on any device
  • Instant download
  • Own it forever
Softcover Book
USD 329.99
Price excludes VAT (USA)
  • Compact, lightweight edition
  • Dispatched in 3 to 5 business days
  • Free shipping worldwide - see info
Hardcover Book
USD 329.99
Price excludes VAT (USA)
  • Durable hardcover edition
  • Dispatched in 3 to 5 business days
  • Free shipping worldwide - see info

Tax calculation will be finalised at checkout

Purchases are for personal use only

Institutional subscriptions

References

  1. Campagna S, Puntoriero F, Nastasi F, Bergamini G, Balzani V (2007) Top Curr Chem 280:117

    Article  CAS  Google Scholar 

  2. Flamigni L, Barbieri A, Sabatini C, Ventura B, Barigelletti F (2007) Top Curr Chem 281:143

    Article  CAS  Google Scholar 

  3. Williams JAG (2007) Top Curr Chem 281:205

    Article  CAS  Google Scholar 

  4. Danilov EO, Pomestchenko IE, Kinayyigit S, Gentili PL, Hissler M, Ziessel R, Castellano FN (2005) J Phys Chem A 109:2465

    Article  CAS  Google Scholar 

  5. Yersin H, Rausch AF, Czerwieniec R, Hofbeck T, Fisher T (2011) Coord Chem Rev. 255:2622

    Google Scholar 

  6. Yersin H (ed) (2007) Highly efficient OLEDs with phosphorescent materials. Wiley-VCH, Berlin

    Google Scholar 

  7. Adachi C, Baldo MA, Thompson ME, Forrest SR (2001) J Appl Phys 90:5048

    Article  CAS  Google Scholar 

  8. Zhao Q, Li F, Huang C (2010) Chem Soc Rev 39:3007

    Article  CAS  Google Scholar 

  9. Fernandez-Moreira V, Thorp-Greenwood FL, Coogan MP (2010) Chem Commun 46:186

    Article  CAS  Google Scholar 

  10. Murphy L, Congreve A, Pålsson LO, Williams JAG (2010) Chem Commun 46:8743

    Article  CAS  Google Scholar 

  11. Williams JAG (2009) Chem Soc Rev 38:1783

    Article  CAS  Google Scholar 

  12. Andrews LJ (1979) J Phys Chem 83:3203

    Article  CAS  Google Scholar 

  13. Murphy L, Williams JAG (2010) Top Organomet Chem 28:75

    Article  CAS  Google Scholar 

  14. Kanbara T, Yamamoto T (2003) J Organomet Chem 688:15–19

    Article  CAS  Google Scholar 

  15. Kanbara T, Okada K, Yamamoto T, Ogawa H, Inoue T (2004) J Organomet Chem 689:1860–1864

    Article  CAS  Google Scholar 

  16. Kuwabara J, Kanbara T (2008) J Photopolym Sci Technol 21:349

    Article  CAS  Google Scholar 

  17. Okamoto K, Kanbara T, Yamamoto T, Wada A (2006) Organometallics 25:4026–4029

    Article  CAS  Google Scholar 

  18. Okamoto K, Yamamoto T, Akita M, Wada A, Kanbara T (2009) Organometallics 28:3307–3310

    Article  CAS  Google Scholar 

  19. Kozlov VA, Aleksanyan DV, Nelyubina YV, Lyssenko KA, Gutsul EI, Puntus LN, Vasil’ev AA, Petrovskii PV, Odinets IL (2008) Organometallics 27:4062

    Article  CAS  Google Scholar 

  20. Hu J, Xu H, Nguyen M-H, Yip JHK (2009) Inorg Chem 48:9684

    Article  CAS  Google Scholar 

  21. Lipson M, McGarry PF, Koptyug IV, Staab HA, Turro NJ, Doetschman DC (1994) J Phys Chem 98:7504

    Article  CAS  Google Scholar 

  22. Gagliardo M, Rizzo F, Lutz M, Spek AL, van Klink GPM, Merbach AE, De Cola L, van Koten G (2007) Eur J Inorg Chem 2853

    Google Scholar 

  23. Bünzli JCG, Piguet C (2005) Chem Soc Rev 34:1048

    Article  Google Scholar 

  24. Terheijden J, van Koten G, Mul WP, Stufkens DJ, Muller F, Stam CH (1986) Organometallics 5:519

    Article  CAS  Google Scholar 

  25. Albrecht M, Gossage RA, Lutz M, Spek AL, van Koten G (2000) Chem Eur J 6:1431

    Article  CAS  Google Scholar 

  26. Albrecht M, van Koten G (1999) Adv Mater 11:171

    Article  CAS  Google Scholar 

  27. Albrecht M, Lutz M, Spek AL, van Koten G (2000) Nature 406:970

    Article  CAS  Google Scholar 

  28. Zhou X, Pan QJ, Li MX, Xia BH, Zhang HX (2007) J Mol Struct Theochem 822:65

    Article  CAS  Google Scholar 

  29. Jude H, Krause Bauer JA, Connick WB (2002) Inorg Chem 41:2275

    Article  CAS  Google Scholar 

  30. Jude H, Krause Bauer JA, Connick WB (2004) Inorg Chem 43:725

    Article  CAS  Google Scholar 

  31. Jude H, Krause Bauer JA, Connick WB (2005) Inorg Chem 44:1211

    Article  CAS  Google Scholar 

  32. Connick WB, Miskowski VM, Houlding VH, Gray HB (2000) Inorg Chem 39:2585

    Article  CAS  Google Scholar 

  33. Batema GD, van de Westelaken KTL, Guerra J, Lutz M, Spek AL, van Walree CA, de Mello Donegá C, Meijerink A, van Klink GPM, van Koten G (2007) Eur J Inorg Chem 1422

    Google Scholar 

  34. Batema GD, Lutz M, Spek AL, van Walree CA, de Mello Donegá C, Meijerink A, Havenith RWA, Pérez-Moreno J, Clays K, Büchel M, van Dijken A, Bryce DL, van Klink GPM, van Koten G (2008) Organometallics 27:1690

    Article  CAS  Google Scholar 

  35. Meier H (1992) Angew Chem Int Ed 31:1399

    Article  Google Scholar 

  36. Yin B, Niemeyer F, Williams JAG, Jiang J, Boucekkine A, Toupet L, Le Bozec H, Guerchais V (2006) Inorg Chem 45:8584

    Article  CAS  Google Scholar 

  37. Cariati E, Pizzotti M, Roberto D, Tessore F, Ugo R (2006) Coord Chem Rev 250:1210

    Article  CAS  Google Scholar 

  38. Di Bella S, Dragonetti C, Pizzotti M, Roberto D, Tessore F, Ugo R (2010) Top Organomet Chem 28:1

    Article  Google Scholar 

  39. Nishiyama H, Shiomi T, Tsuchiya Y, Matsuda I (2005) J Am Chem Soc 127:6972

    Article  CAS  Google Scholar 

  40. Stark MA, Jones G, Richards CJ (2000) Organometallics 19:1282

    Article  CAS  Google Scholar 

  41. Hao XQ, Gong JF, Du CX, Wu LY, Wu TJ, Song MP (2006) Tetrahedron Lett 47:5033

    Article  CAS  Google Scholar 

  42. Beley M, Collin JP, Louis R, Metz B, Sauvage JP (1991) J Am Chem Soc 113:8521

    Article  CAS  Google Scholar 

  43. Beley M, Chodorowski S, Collin JP, Sauvage JP (1993) Tetrahedron Lett 34:2933

    Article  CAS  Google Scholar 

  44. Chodorowski-Kimmes S, Beley M, Collin JP, Sauvage JP (1996) Tetrahedron Lett 37:2963

    Article  CAS  Google Scholar 

  45. Beley M, Collin JP, Sauvage JP (1993) Inorg Chem 32:4539

    Article  CAS  Google Scholar 

  46. Patoux C, Launay JP, Beley M, Chodorowski-Kimmes S, Collin JP, James S, Sauvage JP (1998) J Am Chem Soc 120:3717

    Article  CAS  Google Scholar 

  47. Barigelletti F, Flamigni L, Guardigli M, Juris A, Beley M, Chodorowski-Kimmes S, Collin JP, Sauvage JP (1996) Inorg Chem 35:136

    Article  CAS  Google Scholar 

  48. Barigelletti F, Flamigni L, Collin JP, Sauvage JP (1997) Chem Commun 333

    Google Scholar 

  49. O’Regan B, Grätzel M (1991) Nature 353:737

    Article  Google Scholar 

  50. Hagfeldt A, Boschloo G, Sun L, Kloo L, Pettersson H (2010) Chem Rev 110:6595

    Article  CAS  Google Scholar 

  51. Wadman SH, Kroon JM, Bakker K, Lutz M, Spek AL, van Klink GPM, van Koten G (2007) Chem Commun 1907

    Google Scholar 

  52. Wadman SH, Kroon JM, Bakker K, Havenith RWA, van Link GPM, van Koten G (2010) Organometallics 29:1569

    Article  CAS  Google Scholar 

  53. Robson KCD, Koivisto BD, Yella A, Sporinova B, Nazeeruddin MK, Baumgartner T, Grätzel M, Berlinguette CP (2011) Inorg Chem 50:5494

    Article  CAS  Google Scholar 

  54. Wadman SH, Lutz M, Tooke DM, Spek AL, Hartl F, Havenith RWA, van Klink GPM, van Koten G (2009) Inorg Chem 48:1887

    Article  CAS  Google Scholar 

  55. Wilkinson AJ, Goeta AE, Foster CE, Williams JAG (2004) Inorg Chem 43:6513

    Article  CAS  Google Scholar 

  56. Cárdenas DJ, Echavarren AM, Ramírez de Arellano MC (1999) Organometallics 18:3337

    Article  Google Scholar 

  57. Wilkinson AJ, Puschmann H, Howard JAK, Foster CE, Williams JAG (2006) Inorg Chem 45:8685

    Article  CAS  Google Scholar 

  58. Auffrant A, Barbieri A, Barigelletti F, Collin JP, Flamigni L, Sabatini C, Sauvage JP (2006) Inorg Chem 45:10990

    Article  CAS  Google Scholar 

  59. Whittle VL, Williams JAG (2008) Inorg Chem 47:6596

    Article  CAS  Google Scholar 

  60. King KA, Watts RJ (1987) J Am Chem Soc 109:1589

    Article  CAS  Google Scholar 

  61. Lowry MS, Bernhard S (2006) Chem Eur J 12:7970

    Article  CAS  Google Scholar 

  62. Tamayo AB, Alleyne BD, Djurovich PI, Lamansky S, Tsyba I, Ho NH, Bau R, Thompson ME (2003) J Am Chem Soc 125:7377

    Article  CAS  Google Scholar 

  63. Polsson M, Ravaglia M, Fracasso S, Garavelli M, Scandola F (2005) Inorg Chem 44:1282

    Article  Google Scholar 

  64. Choi D, Kim T, Reddy SM, Kang J (2009) Inorg Chem Commun 12:41

    Article  CAS  Google Scholar 

  65. Williams JAG, Wilkinson AJ, Whittle VL (2008) Dalton Trans 2081

    Google Scholar 

  66. Collin JP, Dixon IM, Sauvage JP, Williams JAG, Barigelletti F, Flamigni L (1999) J Am Chem Soc 121:5009

    Article  CAS  Google Scholar 

  67. Arm KJ, Leslie W, Williams JAG (2006) Inorg Chim Acta 359:1222

    Article  CAS  Google Scholar 

  68. Obara S, Itabashi M, Okuda F, Tamaki S, Tanabe Y, Ishii Y, Nozaki K, Haga M (2006) Inorg Chem 45:8907

    Article  CAS  Google Scholar 

  69. Arm KJ, Williams JAG (2005) Chem Commun 230

    Google Scholar 

  70. Whittle VL, Williams JAG (2009) Dalton Trans 3929

    Google Scholar 

  71. Ashizawa M, Yang L, Kobayashi K, Sato H, Yamagishi A, Okuda F, Harada T, Kuroda R, Haga M (2009) Dalton Trans 1700

    Google Scholar 

  72. Williams JAG, Beeby A, Davies ES, Weinstein JA, Wilson C (2003) Inorg Chem 42:8609

    Article  CAS  Google Scholar 

  73. Collin JP, Beley M, Sauvage JP, Barigelletti F (1991) Inorg Chim Acta 196:91

    Article  Google Scholar 

  74. Lai SW, Chan MCW, Cheung TC, Peng SM, Che CM (1999) Inorg Chem 38:4046

    Article  CAS  Google Scholar 

  75. Mdleleni M, Bridgewater JS, Watts RJ, Ford PC (1995) Inorg Chem 34:2334

    Article  CAS  Google Scholar 

  76. Tong GSM, Che CM (2009) Chem Eur J 15:7225

    Article  CAS  Google Scholar 

  77. Farley SJ, Rochester DL, Thompson AL, Howard JAK, Williams JAG (2005) Inorg Chem 44:9690

    Article  CAS  Google Scholar 

  78. Rochester DL, Develay S, Záliš Williams JAG (2009) Dalton Trans 1728

    Google Scholar 

  79. Cocchi M, Kalinowski J, Murphy L, Williams JAG, Fattori V (2010) Org Electron 11:388

    Article  CAS  Google Scholar 

  80. Kalinowski J, Cocchi M, Fattori V, Murphy L, Williams JAG (2010) Org Electron 11:724

    Article  CAS  Google Scholar 

  81. Willison SA, Krause JA, Connick WB (2008) Inorg Chem 47:1258

    Article  CAS  Google Scholar 

  82. Develay DL, Blackburn O, Thompson AL, Williams JAG (2008) Inorg Chem 47:11129

    Article  CAS  Google Scholar 

  83. Garner KL, Parkes LF, Piper JD, Williams JAG (2010) Inorg Chem 49:476

    Article  CAS  Google Scholar 

  84. Abrahamsson M, Jäger M, Österman T, Eriksson L, Persson P, Becker HC, Johansson O, Hammarström L (2006) J Am Chem Soc 128:12616

    Article  CAS  Google Scholar 

  85. Pettijohn CN, Jochnowitz EB, Chuong B, Nagle JK, Vogler A (1998) Coord Chem Rev 171:85

    Article  CAS  Google Scholar 

  86. Förster T (1962) Pure Appl Chem 4:121

    Article  Google Scholar 

  87. Murphy L, Brulatti P, Fattori V, Cocchi M, Williams JAG (2012) Chem Commun 48:5817

    Google Scholar 

  88. Kalinowski J, Cocchi M, Murphy L, Williams JAG, Fattori V (2010) Chem Phys 378:47

    Article  CAS  Google Scholar 

  89. Develay S, Williams JAG (2008) Dalton Trans 4562

    Google Scholar 

  90. Kozhevnikov VN, Donnio B, Bruce DW (2008) Angew Chem Int Ed 47:6286

    Article  CAS  Google Scholar 

  91. Williams JAG, Develay S, Rochester DL, Murphy L (2008) Coord Chem Rev 252:2596

    Article  Google Scholar 

  92. Cocchi M, Virgili D, Fattori V, Rochester DL, Williams JAG (2007) Adv Funct Mater 17:285

    Article  CAS  Google Scholar 

  93. Cocchi M, Virgili D, Fattori V, Williams JAG, Kalinowski J (2007) Appl Phys Lett 90:023506

    Article  Google Scholar 

  94. Cocchi M, Kalinowski J, Virgili D, Williams JAG (2008) Appl Phys Lett 92:113302

    Article  Google Scholar 

  95. Adamovich V, Brooks J, Tamayo A, Alexander AM, Djurovich PI, D’Andrade BW, Adachi C, Forrest SR, Thompson ME (2002) New J Chem 26:1171

    Article  CAS  Google Scholar 

  96. Cocchi M, Kalinowski J, Virgili D, Fattori V, Develay S, Williams JAG (2007) Appl Phys Lett 90:163508

    Article  Google Scholar 

  97. Mróz W, Botta C, Giovanella U, Rossi E, Colombo A, Dragonetti C, Roberto D, Ugo R, Valore A, Williams JAG (2011) J Mater Chem 21:8653

    Article  Google Scholar 

  98. Cocchi M, Kalinowski J, Fattori V, Williams JAG, Murphy L (2009) Appl Phys Lett 94:073309

    Article  Google Scholar 

  99. Fattori V, Williams JAG, Murphy L, Cocchi M, Kalinowski J (2008) Photon Nanostruct Fundam Appl 6:225

    Article  Google Scholar 

  100. Kalinowski J, Cocchi M, Virgili D, Fattori V, Williams JAG (2007) Adv Mater 19:4000

    Article  CAS  Google Scholar 

  101. Kalinowski J, Fattori V, Cocchi M, Williams JAG (2011) Coord Chem Rev. doi:10.1016/j.ccr.2011.01.049

  102. Evans RC, Douglas P, Williams JAG, Rochester DL (2006) J Fluoresc 16:201

    Article  CAS  Google Scholar 

  103. Chen Y, Li K, Lu W, Chui SSY, Ma CW, Che CM (2009) Angew Chem Int Ed 48:9909

    Article  CAS  Google Scholar 

  104. Wieczorek B, Lemcke B, Dijkstra HP, Egmond MR, Klein Gebbink RJM, van Koten G (2010) Eur J Inorg Chem 1929

    Google Scholar 

  105. Botchway SW, Charnley M, Haycock JW, Parker AW, Rochester DL, Weinstein JA, Williams JAG (2008) Proc Natl Acad Sci USA 105:16071

    Article  CAS  Google Scholar 

Download references

Author information

Authors and Affiliations

Authors

Corresponding author

Correspondence to J. A. Gareth Williams .

Editor information

Editors and Affiliations

Rights and permissions

Reprints and permissions

Copyright information

© 2013 Springer-Verlag Berlin Heidelberg

About this chapter

Cite this chapter

Freeman, G.R., Williams, J.A.G. (2013). Metal Complexes of Pincer Ligands: Excited States, Photochemistry, and Luminescence. In: van Koten, G., Milstein, D. (eds) Organometallic Pincer Chemistry. Topics in Organometallic Chemistry, vol 40. Springer, Berlin, Heidelberg. https://doi.org/10.1007/978-3-642-31081-2_4

Download citation

Publish with us

Policies and ethics