Supramolecular device for artificial photosynthetic mimics as helix-mediated antenna/reaction center ensemble

Organic Letters

Volumn 10, Issue 8, 2008, Pages 1625-1628

  Kim, Oh Kil ^a   Melinger, Joseph ^b   Chung, Sung Jae ^a   Pepitone, Michael ^a  

^a Chemistry Division   (United States)

^b NAVAL RESEARCH LABORATORY   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

ARTICLE; CIRCULAR DICHROISM; MOLECULAR MIMICRY; PHOTOSYNTHESIS;

CIRCULAR DICHROISM; MOLECULAR MIMICRY; PHOTOSYNTHESIS;

EID: 44449125850     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol800320f     Document Type: Article

References (24)

1. (a) Pullerits, T.; Sundstroem, V. Acc. Chem. Res. 1996, 29, 381.
2. (b) Hu, X.; Damjanovic, A.; Schulten, K. Proc. Natl. Acad. Set U.S.A., 1998, 95, 5935-5941.
3. (c) Ritz, T.; Damjanovic, A.; Schulten, K. J. Phys. Chem. B 2001, 105, 8259- 8267.
4. (a) Steinberg-Yfrach, G.; Riddell, P. A.; Hung, S.-C.; Moore, A. L.; Gust, D.; Moore, T. A. Nature 1997, 385, 239-241.
5. (b) Kuciauskas, D.;Liddell, P. A.; Lin, S.; Johnson, T. E.; Weghorn, S. J.; Lindsey, J. S.; Moore, A. L.; Moore, T. A.; Gust, D. J. Am. Chem. Soc. 1999, 121, 8604- 8614.
6. (c) Scolaro, L. M.; Castriciano, M. A.; Romeo, A.; Micali, N.; Angelini, N.; Passo, C. L.; Felici, F. J. Am. Chem. Soc. 2006, 128, 7446-7447.
7. (d) Hoeben, F. J. M.; Wolffs, M.; Zhang, J.; De Feyter, S.; Leclere, P.; Schenning, P. H. J.; Meijer, E. W. J. Am. Chem. Soc. 2007, 129, 9819-9828.
8. (e) Kwan, P. H.; Swager, T. M. J. Am. Chem. Soc. 2005, 127, 5902-5909.
9. (a) Moll, J,; Daehne, S.; Durrant, J. R.; Wiersma, D. A. J. Chem Phys. 1995, 102, 6362-6370.
10. (b) von Berlepsch, H.; Boettcher, C.; Ouart, A.; Regenbrecht, M.; Akari, S.;Keiderling, U.; Schnablegger, H.; Daehne, S.; Kirstein, S. Langmuir 2000, 16, 5908-5916.
11. (c) Wang, M.; Silva, G. L.; Armitage, B. A. J. Am. Chem. Soc. 2000, 122, 9977-9986.
12. Kim, O.-K.; Je, J.; Jernigan, G.; Buckley, L.; Whitten, D. J. Am. Chem. Soc. 2006, 128, 510-516.
13. Van Patten, P. G.; Shreve, A. P.; Lindsey, J. S.; Donohoe, R. J. J. Phys. Chem. B, 1998, 102, 4209-4216.
14. Kim, O.-K.; Choi, L.-S.; Zhang, H.-Y.; He, X.-H.; Shih, Y.-H. J. Am. Chem. Soc. 1996, 118, 12220-12221.
15. (a) Kim, O.-K.; Je, J.; Melinger, J. S. J. Am. Chem. Soc. 2006, 128, 4532-4533.
16. (b) Pepitone, M.; Jernigan, G.; Melinger, J.; Kim, O.-K. Org. Lett. 2007, 9, 801-804.
17. Remarkably, this supramolecule forms self-assembly thin films on various substrates. This will be published elsewhere in detail.
18. The supramolecular device prepared using the high DS (1.53) CMA super-helix are very stablesuch that their UV/vis and CD spectra in aqueous solution exhibit no significant changes at least for 1 month.
19. 12 is very cooperative with the high DS (1.53) CMA super- helix for encapsulation. This may be associated with the tight super-helix structure (see the Supporting Information, S-3).
20. 12 in the presence and absence of the super-helix (based on the cyanine J-aggregation with a high DS (1.53) CMA).
21. 12 override a relatively weak cyanine J-aggregation with the low DS (0.06) CMA.
22. 3 (involving the J-aggregate quenching by DASP subunit).
23. (a) Ephardt, H.; Fromherz, P. J. Phys. Chem. 1993, 97, 4540.
24. (b) Fromherz, P. J. Phys. Chem. 1995, 99, 7188.