Photocurrent generation enhanced by charge delocalization over stacked perylenediimide chromophores assembled within DNA

Journal of the American Chemical Society

Volumn 136, Issue 19, 2014, Pages 6814-6817

  Takada, Tadao ^a   Ashida, Akane ^a   Nakamura, Mitsunobu ^a   Fujitsuka, Mamoru ^b   Majima, Tetsuro ^b   Yamana, Kazushige ^a  

^a UNIVERSITY OF HYOGO   (Japan)

^b OSAKA UNIVERSITY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

CHROMOPHORES; MONOMERS;

CHARGE DELOCALIZATION; CHARGE-SEPARATED STATE; CHARGE-TRANSFER DYNAMICS; FEMTOSECOND TIME-RESOLVED; PHOTOCURRENT GENERATIONS; PHOTOCURRENT MEASUREMENT; TIME-RESOLVED TRANSIENT ABSORPTION; TRANSIENT ABSORPTION;

DIMERS;

DIMER; DNA; IMIDE; MONOMER; NUCLEOSIDE; COLORING AGENT; PERYLENE; PERYLENEDIIMIDE;

ABSORPTION; ABSORPTION SPECTROSCOPY; ARTICLE; CHARGE DELOCALIZATION; CHEMICAL PROCEDURES; CHEMICAL STRUCTURE; CHROMATOPHORE; CIRCULAR DICHROISM; DNA SEQUENCE; ELECTRODE; ELECTRON TRANSPORT; EXCITATION; IRRADIATION; LIGHT ABSORPTION; MOLECULE; PHOTOCURRENT GENERATION; TITRIMETRY; ANALOGS AND DERIVATIVES; CHEMISTRY; DIMERIZATION; ELECTRICITY; ELECTRON; NUCLEOTIDE SEQUENCE; PHOTOCHEMISTRY;

BASE SEQUENCE; COLORING AGENTS; DIMERIZATION; DNA; ELECTRICITY; ELECTRONS; IMIDES; MODELS, MOLECULAR; PERYLENE; PHOTOCHEMICAL PROCESSES;

EID: 84900835569     PISSN: 00027863     EISSN: 15205126     Source Type: Journal    
DOI: 10.1021/ja501535z     Document Type: Article

References (38)

1. Bhosale, R.; Míšek, J.; Sakai, N.; Matile, S. Chem. Soc. Rev. 2009, 39, 138
2. Orentas, E.; Lista, M.; Lin, N.-T.; Sakai, N.; Matile, S. Nat. Chem. 2012, 4, 746-750
3. Charvet, R.; Yamamoto, Y.; Sasaki, T.; Kim, J.; Kato, K.; Takata, M.; Saeki, A.; Seki, S.; Aida, T. J. Am. Chem. Soc. 2012, 134, 2524-2527
4. Schmidt-Mende, L. Science 2001, 293, 1119-1122
5. Teo, Y. N.; Kool, E. T. Chem. Rev. 2012, 112, 4221-4245
6. Wagenknecht, H.-A. Angew. Chem., Int. Ed. 2009, 48, 2838-2841
7. Malinovskii, V. L.; Samain, F.; Häner, R. Angew. Chem., Int. Ed. 2007, 46, 4464-4467
8. Cahová, H.; Havran, L.; Brázdilová, P.; Pivoňková, H.; Pohl, R.; Fojta, M.; Hocek, M. Angew. Chem., Int. Ed. 2008, 47, 2059-2062
9. Slinker, J. D.; Muren, N. B.; Renfrew, S. E.; Barton, J. K. Nat. Chem. 2011, 3, 228-233
10. Kawai, K.; Kodera, H.; Osakada, Y.; Majima, T. Nat. Chem. 2009, 1, 156-159
11. Thazhathveetil, A. K.; Trifonov, A.; Wasielewski, M. R.; Lewis, F. D. J. Am. Chem. Soc. 2011, 133, 11485-11487
12. Janssen, P. G. A.; Vandenbergh, J.; van Dongen, J. L. J.; Meijer, E. W.; Schenning, A. P. H. J. J. Am. Chem. Soc. 2007, 129, 6078-6079
13. Zhan, X.; Facchetti, A.; Barlow, S.; Marks, T. J.; Ratner, M. A.; Wasielewski, M. R.; Marder, S. R. Adv. Mater. 2010, 23, 268-284
14. Tel-Vered, R.; Yehezkeli, O.; Yildiz, H. B.; Wilner, O. I.; Willner, I. Angew. Chem., Int. Ed. 2008, 47, 8272-8276
15. Zhang, H.; Baker, B. A.; Cha, T.-G.; Sauffer, M. D.; Wu, Y.; Hinkson, N.; Bork, M. A.; McShane, C. M.; Choi, K.-S.; McMillin, D. R.; Choi, J. H. Adv. Mater. 2012, 24, 5447-5451
16. Gill, R.; Patolsky, F.; Katz, E.; Willner, I. Angew. Chem., Int. Ed. 2005, 44, 4554-4557
17. Ogasawara, S.; Ikeda, A.; Kikuchi, J. Chem. Mater. 2006, 18, 5982-5987
18. Okamoto, A.; Kamei, T.; Saito, I. J. Am. Chem. Soc. 2006, 128, 658-662
19. Takada, T.; Lin, C.; Majima, T. Angew. Chem., Int. Ed. 2007, 46, 6681-6683
20. Muren, N. B.; Barton, J. K. J. Am. Chem. Soc. 2013, 135, 16632-16640
21. Wang, H.; Muren, N. B.; Ordinario, D.; Gorodetsky, A. A.; Barton, J. K.; Nuckolls, C. Chem. Sci. 2011, 3, 62
22. Görl, D.; Zhang, X.; Würthner, F. Angew. Chem., Int. Ed. 2012, 51, 6328-6348
23. Baumstark, D.; Wagenknecht, H.-A. Chem. Eur. J. 2008, 14, 6640-6645
24. Zeidan, T. A.; Carmieli, R.; Kelley, R. F.; Wilson, T. M.; Lewis, F. D.; Wasielewski, M. R. J. Am. Chem. Soc. 2008, 130, 13945-13955
25. Neelakandan, P. P.; Pan, Z.; Hariharan, M.; Zheng, Y.; Weissman, H.; Rybtchinski, B.; Lewis, F. D. J. Am. Chem. Soc. 2010, 132, 15808-15813
26. Takada, T.; Otsuka, Y.; Nakamura, M.; Yamana, K. Chem. Eur. J. 2012, 18, 9300-9304
27. Li, A. D. Q.; Wang, W.; Wang, L.-Q. Chem. Eur. J. 2003, 9, 4594-4601
28. Wilson, T. M.; Zeidan, T. A.; Hariharan, M.; Lewis, F. D.; Wasielewski, M. R. Angew. Chem., Int. Ed. 2010, 49, 2385-2388
29. Steel, A. B.; Herne, T. M.; Tarlov, M. J. Anal. Chem. 1998, 70, 4670-4677
30. Takada, T.; Kawai, K.; Fujitsuka, M.; Majima, T. Angew. Chem., Int. Ed. 2006, 45, 120-122
31. Dohno, C.; Stemp, E. D. A.; Barton, J. K. J. Am. Chem. Soc. 2003, 125, 9586-9587
32. Lewis, F. D.; Kalgutkar, R. S.; Wu, Y.; Liu, X.; Liu, J.; Hayes, R. T.; Miller, S. E.; Wasielewski, M. R. J. Am. Chem. Soc. 2000, 122, 12346-12351
33. Che, Y.; Datar, A.; Yang, X.; Naddo, T.; Zhao, J.; Zang, L. J. Am. Chem. Soc. 2007, 129, 6354-6355
34. Rybtchinski, B.; Sinks, L. E.; Wasielewski, M. R. J. Phys. Chem. A 2004, 108, 7497-7505
35. Hariharan, M.; Zheng, Y.; Long, H.; Zeidan, T. A.; Schatz, G. C.; Vura-Weis, J.; Wasielewski, M. R.; Zuo, X.; Tiede, D. M.; Lewis, F. D. J. Am. Chem. Soc. 2009, 131, 5920-5929
36. Tauber, M. J.; Kelley, R. F.; Giaimo, J. M.; Rybtchinski, B.; Wasielewski, M. R. J. Am. Chem. Soc. 2006, 128, 1782-1783
37. Wu, Y.-L.; Brown, K. E.; Wasielewski, M. R. J. Am. Chem. Soc. 2013, 135, 13322-13325
38. Neelakandan, P. P.; Zeidan, T. A.; McCullagh, M.; Schatz, G. C.; Vura-Weis, J.; Kim, C. H.; Wasielewski, M. R.; Lewis, F. D. Chem. Sci. 2014, 5, 973-981