3,4:9,10-Perylenebis(dicarboximide) chromophores that function as both electron donors and acceptors

Tetrahedron Letters

Volumn 40, Issue 39, 1999, Pages 7047-7050

  Zhao, Yongyu ^a   Wasielewski, Michael R ^a  

^a NORTHWESTERN UNIVERSITY   (United States)

Author keywords

Amination; Electron transfer; Optical properties; Polycyclic aromatic compounds

Indexed keywords

AMIDE; DYE; POLYCYCLIC AROMATIC COMPOUND;

ARTICLE; CHEMICAL REACTION; CHEMICAL STRUCTURE; CHROMATOPHORE; ELECTRON TRANSPORT; OPTICS; OXIDATION REDUCTION REACTION; PROTON NUCLEAR MAGNETIC RESONANCE;

EID: 0033600774     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(99)01468-9     Document Type: Article

References (18)

1. 1. Graser, F.; Hädicke, E. Liebigs Ann. Chem. 1980, 1994; ibid. 1984, 483.
2. 1. Graser, F.; Hädicke, E. Liebigs Ann. Chem. 1980, 1994; ibid. 1984, 483.
3. 2. (a) Nagao, Y.; Misono, T. Dyes Pigm. 1984, 5, 171.
4. (b) Rademacher, A.; Märkle, S.; Langhals, H. Chem. Ber. 1982, 115, 2927.
5. 3. (a) Zolliner, H. Color Chemistry; VCH Verlagsgesellschaft: Weiheim, 1987.
6. (b) Christie, R. M. Potym. Int. 1994, 34, 351.
7. 4. Loufty, H. O.; Hor, A. M.; Kazmaier, P.; Tan, M. J. Imaging Sci. 1989, 33, 151-159.
8. 5. Langhals, H. Nachr. Chem. Tech. Lab. 1980, 28, 716-718.
9. 6. Schlettwein, D.; Wöhrle, D.; Karmann, E.; Melville, U. Chem. Mater. 1994, 6, 3-6.
10. 7. (a) Sadrai, M.; Hadel, L.; Sauers, R. R.; Husain, S.; Krogh-Jespersen, K.; Westbrook, J. D.; Bird, F. R. J. Phys. Chem. 1992, 96, 7988.
11. (b) Gvishi, R.; Reisfeld, R.; Brushtein, Z. Chem. Phys. Lett. 1993, 213, 338.
12. 8. (a) O'Neil, M. P.; Niemczyk, M. P.; Svec, W. A.; Gosztola, D.; Gaines III, G. L.; Wasielewski, M. R. Science 1992, 257, 63-65.
13. (b) Gosztola, D.; Niemczyk, M. P.; Wasielewski, M. R. J. Am. Chem. Soc. 1998, 120, 5818-5819.
14. 9. Holtrup, F. O.; Müller, G. R. J.; Uebe, J.; Müllen, K. Tetrahedron 1997, 53, 6847-6860.
15. 10. Quante, H.; Greets, Y.; Müllen, K. Chem. Mater. 1997, 9, 495-500.
16. 11. Rohr, U.; Schlichting, P.; Böhm, A.; Cross, M.; Meerholz, K.; Bräuchle, C.; Müllen, K. Angew. Chem., Int. Ed. Engl. 1988, 37, 1434-1437.
17. 12. Böhm, A.; Arms, H.; Hemming, G.; Blaschka, P. (BASF), patent application DE 19547210.
18. xO, and the counter electrode was a platinum wire. The scan rate was 10 mV/s and tetra-n-butylammonium perchlorate was used as the supporting electrolyte. All electrochemical experiments were carried out under dry nitrogen atmosphere.