Transformation of double hydrogen-bonding motifs of TTF-uracil system by redox change

Chemistry Letters

Volumn 34, Issue 10, 2005, Pages 1326-1327

  Miyazaki, Eigo ^a   Morita, Yasushi ^a,b   Umemoto, Yoshikazu ^a   Fukui, Kozo ^b   Nakasuji, Kazuhiro ^a  

^a OSAKA UNIVERSITY   (Japan)

^b JAPAN SCIENCE AND TECHNOLOGY AGENCY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 29344432908     PISSN: 03667022     EISSN: None     Source Type: Journal    
DOI: 10.1246/cl.2005.1326     Document Type: Article

References (14)

1. M. Fourmigué and P. Batail, Chem. Rev., 104, 5379 (2004).
2. Y. Morita, E. Miyazaki, K. Fukui, S. Maki, and K. Nakasuji, submitted.
3. T. Murata, Y. Morita, K. Fukui, K. Sato, D. Shiomi, T. Takui, M. Maesato, H. Yamochi, G. Saito, and K. Nakasuji, Angew. Chem., Int. Ed., 43, 6343 (2004).
4. Y. Morita, T. Murata, K. Fukui, S. Yamada, K. Sato, D. Shiomi, T. Takui, H. Kitagawa, H. Yamochi, G. Saito, and K. Nakasuji, J. Org. Chem., 70, 2739 (2005).
5. Y. Morita, S. Maki, M. Ohmoto, H. Kitagawa, T. Okubo, T. Mitani, and K. Nakasuji, Org. Lett., 4, 2185 (2002).
6. In the crystal of TnbU, Watson-Crick type of H-bonded dimer was formed between two TnbU molecules. However, no other types of H-bonded dimers were obtained in its CT complexes and salts.
7. J. Sponer, J. Leszczynski, and P. Hobza, Biopolymers, 61, 3 (2002).
8. For stereochemistry in the sugar moiety, see: K. Araki, W. Q. Yun, J. O'Toole, P. J. Tascano, and J. T. Welch, Carbohydr. Res., 249, 139 (1993).
9. Y. Nakai, K. Yamamoto, K. Terada, T. Uchida, K. Yamaguchi, and S. Nishigaki, Chem. Pharm. Bull., 34, 1242 (1986).
10. 1-alkyluracil moiety will be reported elsewhere.
11. A. Naim and P. B. Shevlin, Synth. Commun., 20, 3439 (1990).
12. 0.3: C, 22.45; H, 1.96; N, 3.59%. Found: C, 22.07; H, 1.94; N, 3.54%.
13. +, Au working electrode and Pt counter electrode; 0.1 V/s. Oxidation potentials of TtbU and TTF were as follows: -0.12, +0.10 V; -0.08, +0.12 V.
14. 2 = 0.078 for 3797 reflections with I > 2σ(I) and 244 parameters, goodness-of-fit = 0.91. CCDC-279855. Crystallographic data have been deposited with Cambridge Crystallographic Data Centre. Copies of the data can be obtained free of charge via http://www.ccdc.cam.ac.uk/conts/retrieving.html (or from the Cambridge Crystallographic Data Centre, 12, Union Road, Cambridge, CB2 1EZ, UK; fax: +44 1223 336033; or deposite@ccdc.cam.ac.uk).