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.
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References
Campagna S, Puntoriero F, Nastasi F, Bergamini G, Balzani V (2007) Top Curr Chem 280:117
Flamigni L, Barbieri A, Sabatini C, Ventura B, Barigelletti F (2007) Top Curr Chem 281:143
Williams JAG (2007) Top Curr Chem 281:205
Danilov EO, Pomestchenko IE, Kinayyigit S, Gentili PL, Hissler M, Ziessel R, Castellano FN (2005) J Phys Chem A 109:2465
Yersin H, Rausch AF, Czerwieniec R, Hofbeck T, Fisher T (2011) Coord Chem Rev. 255:2622
Yersin H (ed) (2007) Highly efficient OLEDs with phosphorescent materials. Wiley-VCH, Berlin
Adachi C, Baldo MA, Thompson ME, Forrest SR (2001) J Appl Phys 90:5048
Zhao Q, Li F, Huang C (2010) Chem Soc Rev 39:3007
Fernandez-Moreira V, Thorp-Greenwood FL, Coogan MP (2010) Chem Commun 46:186
Murphy L, Congreve A, Pålsson LO, Williams JAG (2010) Chem Commun 46:8743
Williams JAG (2009) Chem Soc Rev 38:1783
Andrews LJ (1979) J Phys Chem 83:3203
Murphy L, Williams JAG (2010) Top Organomet Chem 28:75
Kanbara T, Yamamoto T (2003) J Organomet Chem 688:15–19
Kanbara T, Okada K, Yamamoto T, Ogawa H, Inoue T (2004) J Organomet Chem 689:1860–1864
Kuwabara J, Kanbara T (2008) J Photopolym Sci Technol 21:349
Okamoto K, Kanbara T, Yamamoto T, Wada A (2006) Organometallics 25:4026–4029
Okamoto K, Yamamoto T, Akita M, Wada A, Kanbara T (2009) Organometallics 28:3307–3310
Kozlov VA, Aleksanyan DV, Nelyubina YV, Lyssenko KA, Gutsul EI, Puntus LN, Vasil’ev AA, Petrovskii PV, Odinets IL (2008) Organometallics 27:4062
Hu J, Xu H, Nguyen M-H, Yip JHK (2009) Inorg Chem 48:9684
Lipson M, McGarry PF, Koptyug IV, Staab HA, Turro NJ, Doetschman DC (1994) J Phys Chem 98:7504
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
Bünzli JCG, Piguet C (2005) Chem Soc Rev 34:1048
Terheijden J, van Koten G, Mul WP, Stufkens DJ, Muller F, Stam CH (1986) Organometallics 5:519
Albrecht M, Gossage RA, Lutz M, Spek AL, van Koten G (2000) Chem Eur J 6:1431
Albrecht M, van Koten G (1999) Adv Mater 11:171
Albrecht M, Lutz M, Spek AL, van Koten G (2000) Nature 406:970
Zhou X, Pan QJ, Li MX, Xia BH, Zhang HX (2007) J Mol Struct Theochem 822:65
Jude H, Krause Bauer JA, Connick WB (2002) Inorg Chem 41:2275
Jude H, Krause Bauer JA, Connick WB (2004) Inorg Chem 43:725
Jude H, Krause Bauer JA, Connick WB (2005) Inorg Chem 44:1211
Connick WB, Miskowski VM, Houlding VH, Gray HB (2000) Inorg Chem 39:2585
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
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
Meier H (1992) Angew Chem Int Ed 31:1399
Yin B, Niemeyer F, Williams JAG, Jiang J, Boucekkine A, Toupet L, Le Bozec H, Guerchais V (2006) Inorg Chem 45:8584
Cariati E, Pizzotti M, Roberto D, Tessore F, Ugo R (2006) Coord Chem Rev 250:1210
Di Bella S, Dragonetti C, Pizzotti M, Roberto D, Tessore F, Ugo R (2010) Top Organomet Chem 28:1
Nishiyama H, Shiomi T, Tsuchiya Y, Matsuda I (2005) J Am Chem Soc 127:6972
Stark MA, Jones G, Richards CJ (2000) Organometallics 19:1282
Hao XQ, Gong JF, Du CX, Wu LY, Wu TJ, Song MP (2006) Tetrahedron Lett 47:5033
Beley M, Collin JP, Louis R, Metz B, Sauvage JP (1991) J Am Chem Soc 113:8521
Beley M, Chodorowski S, Collin JP, Sauvage JP (1993) Tetrahedron Lett 34:2933
Chodorowski-Kimmes S, Beley M, Collin JP, Sauvage JP (1996) Tetrahedron Lett 37:2963
Beley M, Collin JP, Sauvage JP (1993) Inorg Chem 32:4539
Patoux C, Launay JP, Beley M, Chodorowski-Kimmes S, Collin JP, James S, Sauvage JP (1998) J Am Chem Soc 120:3717
Barigelletti F, Flamigni L, Guardigli M, Juris A, Beley M, Chodorowski-Kimmes S, Collin JP, Sauvage JP (1996) Inorg Chem 35:136
Barigelletti F, Flamigni L, Collin JP, Sauvage JP (1997) Chem Commun 333
O’Regan B, Grätzel M (1991) Nature 353:737
Hagfeldt A, Boschloo G, Sun L, Kloo L, Pettersson H (2010) Chem Rev 110:6595
Wadman SH, Kroon JM, Bakker K, Lutz M, Spek AL, van Klink GPM, van Koten G (2007) Chem Commun 1907
Wadman SH, Kroon JM, Bakker K, Havenith RWA, van Link GPM, van Koten G (2010) Organometallics 29:1569
Robson KCD, Koivisto BD, Yella A, Sporinova B, Nazeeruddin MK, Baumgartner T, Grätzel M, Berlinguette CP (2011) Inorg Chem 50:5494
Wadman SH, Lutz M, Tooke DM, Spek AL, Hartl F, Havenith RWA, van Klink GPM, van Koten G (2009) Inorg Chem 48:1887
Wilkinson AJ, Goeta AE, Foster CE, Williams JAG (2004) Inorg Chem 43:6513
Cárdenas DJ, Echavarren AM, Ramírez de Arellano MC (1999) Organometallics 18:3337
Wilkinson AJ, Puschmann H, Howard JAK, Foster CE, Williams JAG (2006) Inorg Chem 45:8685
Auffrant A, Barbieri A, Barigelletti F, Collin JP, Flamigni L, Sabatini C, Sauvage JP (2006) Inorg Chem 45:10990
Whittle VL, Williams JAG (2008) Inorg Chem 47:6596
King KA, Watts RJ (1987) J Am Chem Soc 109:1589
Lowry MS, Bernhard S (2006) Chem Eur J 12:7970
Tamayo AB, Alleyne BD, Djurovich PI, Lamansky S, Tsyba I, Ho NH, Bau R, Thompson ME (2003) J Am Chem Soc 125:7377
Polsson M, Ravaglia M, Fracasso S, Garavelli M, Scandola F (2005) Inorg Chem 44:1282
Choi D, Kim T, Reddy SM, Kang J (2009) Inorg Chem Commun 12:41
Williams JAG, Wilkinson AJ, Whittle VL (2008) Dalton Trans 2081
Collin JP, Dixon IM, Sauvage JP, Williams JAG, Barigelletti F, Flamigni L (1999) J Am Chem Soc 121:5009
Arm KJ, Leslie W, Williams JAG (2006) Inorg Chim Acta 359:1222
Obara S, Itabashi M, Okuda F, Tamaki S, Tanabe Y, Ishii Y, Nozaki K, Haga M (2006) Inorg Chem 45:8907
Arm KJ, Williams JAG (2005) Chem Commun 230
Whittle VL, Williams JAG (2009) Dalton Trans 3929
Ashizawa M, Yang L, Kobayashi K, Sato H, Yamagishi A, Okuda F, Harada T, Kuroda R, Haga M (2009) Dalton Trans 1700
Williams JAG, Beeby A, Davies ES, Weinstein JA, Wilson C (2003) Inorg Chem 42:8609
Collin JP, Beley M, Sauvage JP, Barigelletti F (1991) Inorg Chim Acta 196:91
Lai SW, Chan MCW, Cheung TC, Peng SM, Che CM (1999) Inorg Chem 38:4046
Mdleleni M, Bridgewater JS, Watts RJ, Ford PC (1995) Inorg Chem 34:2334
Tong GSM, Che CM (2009) Chem Eur J 15:7225
Farley SJ, Rochester DL, Thompson AL, Howard JAK, Williams JAG (2005) Inorg Chem 44:9690
Rochester DL, Develay S, Záliš Williams JAG (2009) Dalton Trans 1728
Cocchi M, Kalinowski J, Murphy L, Williams JAG, Fattori V (2010) Org Electron 11:388
Kalinowski J, Cocchi M, Fattori V, Murphy L, Williams JAG (2010) Org Electron 11:724
Willison SA, Krause JA, Connick WB (2008) Inorg Chem 47:1258
Develay DL, Blackburn O, Thompson AL, Williams JAG (2008) Inorg Chem 47:11129
Garner KL, Parkes LF, Piper JD, Williams JAG (2010) Inorg Chem 49:476
Abrahamsson M, Jäger M, Österman T, Eriksson L, Persson P, Becker HC, Johansson O, Hammarström L (2006) J Am Chem Soc 128:12616
Pettijohn CN, Jochnowitz EB, Chuong B, Nagle JK, Vogler A (1998) Coord Chem Rev 171:85
Förster T (1962) Pure Appl Chem 4:121
Murphy L, Brulatti P, Fattori V, Cocchi M, Williams JAG (2012) Chem Commun 48:5817
Kalinowski J, Cocchi M, Murphy L, Williams JAG, Fattori V (2010) Chem Phys 378:47
Develay S, Williams JAG (2008) Dalton Trans 4562
Kozhevnikov VN, Donnio B, Bruce DW (2008) Angew Chem Int Ed 47:6286
Williams JAG, Develay S, Rochester DL, Murphy L (2008) Coord Chem Rev 252:2596
Cocchi M, Virgili D, Fattori V, Rochester DL, Williams JAG (2007) Adv Funct Mater 17:285
Cocchi M, Virgili D, Fattori V, Williams JAG, Kalinowski J (2007) Appl Phys Lett 90:023506
Cocchi M, Kalinowski J, Virgili D, Williams JAG (2008) Appl Phys Lett 92:113302
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
Cocchi M, Kalinowski J, Virgili D, Fattori V, Develay S, Williams JAG (2007) Appl Phys Lett 90:163508
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
Cocchi M, Kalinowski J, Fattori V, Williams JAG, Murphy L (2009) Appl Phys Lett 94:073309
Fattori V, Williams JAG, Murphy L, Cocchi M, Kalinowski J (2008) Photon Nanostruct Fundam Appl 6:225
Kalinowski J, Cocchi M, Virgili D, Fattori V, Williams JAG (2007) Adv Mater 19:4000
Kalinowski J, Fattori V, Cocchi M, Williams JAG (2011) Coord Chem Rev. doi:10.1016/j.ccr.2011.01.049
Evans RC, Douglas P, Williams JAG, Rochester DL (2006) J Fluoresc 16:201
Chen Y, Li K, Lu W, Chui SSY, Ma CW, Che CM (2009) Angew Chem Int Ed 48:9909
Wieczorek B, Lemcke B, Dijkstra HP, Egmond MR, Klein Gebbink RJM, van Koten G (2010) Eur J Inorg Chem 1929
Botchway SW, Charnley M, Haycock JW, Parker AW, Rochester DL, Weinstein JA, Williams JAG (2008) Proc Natl Acad Sci USA 105:16071
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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
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