Abstract
Molecular bridges that efficiently move charge between remote donor and acceptor sites can be thought of as molecular wires. Insight into the properties of molecular wires can be obtained by studying photoinduced electron transfer in covalently linked donor--bridge--acceptor systems. This article summarizes some of the recent progress in the study of such systems involving transition metal complexes as donor and acceptor units. Specific classes of molecular bridges are considered, namely, polyphenylene, and polyquinoxaline bridges. Basic questions are discussed, such as the transfer mechanisms, the associated distance and bridge structure dependence, and the interplay between energy and electron transfer.
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Abbreviations
- cr:
-
Charge recombination
- cs:
-
Charge separation
- ET:
-
Electron transfer
- EnT:
-
Energy transfer
- FCWD:
-
Franck--Condon weighted density of states
- HOMO:
-
Highest occupied molecular orbital
- ILET:
-
Intraligand electron transfer
- LC:
-
Ligand centered
- LMCT:
-
Ligand-to-metal charge transfer
- LUMO:
-
Lowest unoccupied molecular orbital
- MMET:
-
Metal-to-metal electron transfer
- bpy:
-
2,2′-Bipyridine
- bqpy:
-
Bis-dipirido[3,2-f:2′,3′-h]quinoxalo-[2,3-e:2′,3′l]pyrene
- Me2bpy:
-
4,4′-Dimethyl-2,2′-bipyridine
- Me2phen:
-
4,7-Dimethyl-1,10-phenanthroline
- phen:
-
1,10-Phenanthroline
- tatpp:
-
9,11,20,22-Tetraazatetrapyrido[3,2-a:2′3′-c3′′,2′′-l:2′′′,3′′′-n]pentacene
- tpphz:
-
Tetrapyrido[3,2-a:2′,3′-c:3′′,2′′-h:2′′′,3′′′-j]phenazine
- tpy:
-
2,2,2′′-Terpyridine
References
Jortner J, Ratner M (eds) (1997) Molecular Electronics. Blackwell, London
Aviram A, Ratner MA (eds) (1998) Special volume on molecular electronics. Ann N Y Acad Sci 852
Joachim C, Gimzewski JK, Aviram A (2000) Nature 408:541
Tour JM (2000) Acc Chem Res 33:791
Pease AR, Jeppesen JO, Stoddart JF, Luo Y, Collier CP, Heath JR (2001) Acc Chem Res 34:433
Weber K, Creager SE (1994) Anal Chem 66:3164
Creager S, Yu CJ, Bamad C, O’Connor S, MacLean T, Lam E, Chong Y, Olsen GT, Luo J, Gozin M, Kayyem JF (1999) J Am Chem Soc 121:1059
Sachs SB, Dudek SP, Hsung RP, Sita LR, Smalley JF, Newton MD, Feldberg SW, Chidsey CED (1997) J Am Chem Soc 119:10 563
Sykes HD, Smalley JF, Dudek SP, Cook AR, Newton MD, Chidsey CED, Felberg SW (2001) Science 291:1519
Chidsey CED (1991) Science 251:919
Donhauser ZJ, Mantooth BA, Kelly KF, Bumm LA, Monnell JD, Stapleton JJ, Price Jr DW, Rawlett AM, Allara DL, Tour JM, Weiss PS (2001) Science 292:2303
Reed MA, Zhou C, Muller CJ, Burgin TP, Tour JM (1997) Science 278:252
Chen J, Reed MA, Rawlett AM, Tour JM (1999) Science 286:1550
Tour JM, Rawlett AM, Kozaki M, Yao Y, Jagessar RC, Dirk SM, Price DW, Reed MA, Zhou C-W, Chen J, Wang W, Campbell I (2001) Chem Eur J 7:5118
Leathermann G, Durantini EN, Gust D, Moore TA, Moore AL, Stone S, Zhou Z, Rez P, Liu YZ, Lindsay SM (1999) J Phys Chem B 103:4006
Haag R, Rampi MA, Holmlin RE, Whitesides GM (1999) J Am Chem Soc 121:7895
Holmlin EH, Ismagilov RF, Haag R, Mujica V, Ratner MA, Rampi MA, Whitesides GM (2001) Angew Chem Int Ed 40:2316
Andreas RP, Bein T, Dorogi M, Feng S, Henderson JI, Kubiak CP, Mahoney W, Osif RG, Reifenberger R (1996) Science 272:1323
Cui XD, Primak A, Zarate X, Tomfohr J, Sankey OF, Moore AL, Moore TA, Gust D, Harris G, Lindsay SM (2001) Science 294:571
Paddon-Row MN (2001) Covalently linked systems based on organic components. In: Balzani V (ed) Electron transfer in chemistry, vol III. Wiley, Weinheim, Chap 2.3, p 179
Scandola F, Chiorboli C, Indelli MT, Rampi MA (2001) Covalently linked systems containing metal complexes. In: Balzani V (ed) Electron transfer in chemistry, vol III. Wiley, Weinheim, Chap 2.1, p 337
De Cola L, Belser P (2001) Photonic wires containing metal complexes. In: Balzani V (ed) Electron transfer in chemistry, vol V. Wiley, Weinheim, Chap 3, p 97
Davis WB, Svec WA, Ratner MA, Wasielewski MR (1998) Nature 396:60
Marcus RA (1964) Annu Rev Phys Chem 15:155
Sutin N (1983) Prog Inorg Chem 30:441
Marcus RA, Sutin N (1985) Biochim Biophys Acta 811:265
Jortner J (1976) J Chem Phys 64:4860
Ulstrup J (1979) Charge transfer processes in condensed media. Springer, Berlin Heidelberg New York
Miller JR, Beitz JV, Huddleston RK (1984) J Am Chem Soc 106:5057
Meyer TJ, Taube H (1987) In: Wilkinson SJ, Gillard RD, McCleverty JA (eds) Comprehensive coordination chemistry, vol 1. Pergamon Press, Oxford, p 331
Newton MD (1991) Chem Rev 91:767
Jortner J, Bixon M, Langenbacher T, Michel-Beyerle ME (1998) Proc Natl Acad Sci USA 95:12 759
Oevering H, Verhoeven JW, Paddon-Row MN, Warman JM (1989) Tetrahedron 45:4751
Halpern J, Orgel LE (1960) Disc Faraday Soc 29:32
McConnell HM (1961) J Chem Phys 35:508
Mayoh B, Day P (1974) J Chem Soc Dalton:846
Miller JR, Beitz JV (1981) J Chem Phys 74:6746
Richardson DE, Taube H (1983) J Am Chem Soc 10:540
Scandola F, Argazzi R, Bignozzi CA, Chiorboli C, Indelli MT, Rampi MA (1993) Coord Chem Rev 125:283
Meggers E, Michel-Beyerle ME, Giese B (1998) J Am Chem Soc 120:12 950
Davis WB, Svec WA, Ratner MA, Wasielewski MR (1998) Nature 396:60
Lewis FD (2001) Electron transfer and charge transport processes. In: Balzani V (ed) Electron transfer in chemistry, vol III. Wiley, Weinheim, Chap 1.5, p 105
Weiss EA, Ahrens MJ, Sinks LE, Gusev AV, Ratner MA, Wasielewsi MR (2004) J Am Chem Soc 126:5577
Orlandi G, Monti S, Barigelletti F, Balzani V (1980) Chem Phys 52:313
Murtaza Z, Zipp AP, World LA, Graff D, Jones WE Jr, Bates WD, Meyer TJ (1991) J Am Chem Soc 113:5113
Naqvi KR, Steel C (1993) Spectrosc Lett 26:1761
Balzani V, Bolletta F, Scandola F (1980) J Am Chem Soc 102:2152
Lamola AA (1969) In: Lamola AA, Turro NJ (eds) Energy transfer and organic photochemistry. Wiley, New York
Turro NJ (1978) Modern molecular photochemistry. Benjamin Cummings, Menlo Park
Crosby GA (1983) J Chem Educ 60:791
Scandola F, Balzani V (1983) J Chem Educ 60:814
Scholes GD, Ghiggino KP, Oliver AM, Paddon-Row MN (1993) J Phys Chem 97:11 871
Oevering H, Verhoeven JW, Paddon-Row MN, Cotsaris E, Hush NS (1988) Chem Phys Lett 143:488
Closs GL, Piotrowiak P, McInnis JM, Fleming GR (1988) J Am Chem Soc 110:2652
Closs GL, Johnson MD, Miller JR, Piotrowiak P (1989) J Am Chem Soc 111:3751
Lehn J-M (1988) Angew Chem Int Ed Engl 27:89
Cram DJ (1988) Angew Chem Int Ed Engl 27:1009
Pedersen CJ (1988) Angew Chem Int Ed Engl 27:1021
Balzani V, Scandola F (1991) Supramolecular photochemistry. Horwood, Chichester, UK
Lehn J-M (1995) Supramolecular chemistry: concepts and perspectives. Wiley VCH, Weinheim
Juris A, Balzani V, Barigelletti F, Campagna S, Belser P, Von Zelewsky A (1988) Coord Chem Rev 84:85
Kalyanasundaram K (1992) Photochemistry of polypyridine and porphyrin complexes. Academic, New York
Heath GA, Yellowlees LJ, Braterman PS (1982) Chem Phys Lett 92:646
Chang YJ, Xu X, Yabe T, Yu S-C, Anderson DR, Orman LK, Hopkins JB (1990) J Phys Chem 94:729
Barigelletti F, Flamigni L (2000) Chem Soc Rev 29:1
Sauvage J-P, Collin J-P, Chambron J-C, Guillerez S, Coudret C, Balzani V, Barigelletti F, De Cola L, Flamigni L (1994) Chem Rev 94:993
Liang YY, Baba AI, Kim WY, Atherton SJ, Schmehl RH (1996) J Phys Chem 100:18 408
Indelli MT, Scandola F, Collin J-P, Sauvage J-P, Sour A (1996) Inorg Chem 35:303
Indelli MT, Scandola F, Flamigni L, Collin J-P, Sauvage J-P, Sour A (1997) Inorg Chem 36:4247
Collin J-P, Gavina P, Hietz V, Sauvage J-P (1998) Eur J Inorg Chem :1
Barigelletti F, Flamigni L, Collin J-P, Sauvage J-P (1997) Chem Commun:333
Barigelletti F, Flamigni L, Guardigli M, Juris A, Beley M, Chodorowski-Kimmes S, Collin J-P, Sauvage J-P (1996) Inorg Chem 35:136
Constable EC, Cargill Thompson AM W (1996) New J Chem 20:65
Schlicke B, Belser P, DeCola L, Sabbioni E, Balzani V (1999) J Am Chem Soc 121:4207
Welter S, Salluce N, Belser P, Groeneveld M, De Cola L Coord Chem Rev (in press)
Indelli MT, Bignozzi CA, Harriman A, Schoonover JR, Scandola F (1994) J Am Chem Soc 116:3768
Helms A, Heiler D, McLendon G (1992) J Am Chem Soc 114:6227
Helms A, Heiler D, McLendon G (1991) J Am Chem Soc 113:4325
Tour JM, Lamba JJS (1993) J Am Chem Soc 115:4935
Tsuzuki K, Tanabe J (1991) J Phys Chem 95:139
Verhoeven JW, Paddon-Row MN, Warman JM (1992) In: Kochanski E (ed) Photoprocesses in transition metal complexes: biosystems and other molecules, experiment and theory. Kluwer, Dordrecht, p 271
Johnson MD, Miller JR, Green NS, Closs GL (1989) J Phys Chem 93:1173
Joran AD, Leland BA, Felker PM, Zewail AH, Hopfield JJ, Dervan PD (1987) Nature 327:508
Clayton AH, Ghiggino KP, Wilson GJ, Keyte PJ, Paddon-Row MN (1992) Chem Phys Lett 195:249
Helms A, Heiler D, McLendon G (1992) J Am Chem Soc 114:6227
De Cola L, Belser P (1998) Coord Chem Rev 177:301
Harriman A, Khatyr A, Ziessel R, Benniston A (2000) Angew Chem Int Ed 39:4287
El-ghayyoury A, Harriman A, Khatyr A, Ziessel R (2000) Angew Chem Int Ed 39:185
Ziessel R, Hissler M, El-ghayoury A, Harriman A (1998) Coord Chem Rev 177:1251
Bolger J, Gourdon A, Ishow E, Launay JP (1996) Inorg Chem 35:2937
Chiorboli C, Bignozzi CA, Scandola F, Ishow E, Gourdon A, Launay JP (1999) Inorg Chem 38:2402
Campagna S, Serroni S, Bodige S, MacDonnell FM (1999) Inorg Chem 38:692
Olson EJC, Hu D, Hörmann A, Jonkmann AM, Arkin MR, Stemp EDA, Barton JK, Barbara PF (1997) J Am Chem Soc 119:11 458
Flamigni L, Encinas S, Barigelletti F, MacDonnell FM, Kim M-J, Puntoriero F, Campagna S (2000) Chem Commun:1185
Chiorboli C, Rodgers MA J, Scandola F (2003) J Am Chem Soc, 125:483
Kim M-J, Konduri R, Ye H, MacDonnell FM, Puntoriero F, Serroni S, Campagna S, Holder T, Kinsel G, Rajeshwar K (2002) Inorg Chem 41:2471
Konduri R, Ye H, MacDonnell FM, Serroni S, Campagna S, Rajeshwar K (2002) Angew Chem Int Ed 41:3185
Chiorboli C, Fracasso S, Scandola F, Campagna S, Serroni S, Konduri R, MacDonnell FM (2003) Chem Commun:1658
Chiorboli C, Fracasso S, Ravaglia M, Standola F, Campagna S, Wouters KL, Konduri R, MacDonnell FM, Inorg Chem (in press)
Indelli MT, Ghirotti M, Prodi A, Chiorboli C, Scandola F, McClenaghan ND, Puntoriero F, Campagna S (2003) Inorg Chem 42:5489
Ishow E, Gourdon A, Launay J-P, Chiorboli C, Scandola F (1999) Inorg Chem 38:1504
Dresselhaus MS, Dresselhaus G, Avouris P (2000) Carbon Nanotubes. Springer-Verlag
Bachtold A, Hadley P, Nakanishi T, Dekker C (2001) Science 294:1317
Huang Y, Duan X, Cui Y, Lauhon LJ, Kim K, Lieber CM (2001) Science 294:1313
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Chiorboli, C., Indelli, M.T., Scandola, F. (2005). Photoinduced Electron/Energy Transfer Across Molecular Bridges in Binuclear Metal Complexes. In: Molecular Wires and Electronics. Topics in Current Chemistry, vol 257. Springer, Berlin, Heidelberg. https://doi.org/10.1007/b136067
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DOI: https://doi.org/10.1007/b136067
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