Facile syntheses of 4-(2-cyanoethylthio)-1,3-dithiole-2-thione and new electron donors with two TTF units and compounds with bis(1,3-dithiole-2-thione) groups

Synthesis

Volumn , Issue 15, 2002, Pages 2177-2182

  Jia, Chunyang ^a   Zhang, Deqing ^a   Guo, Xuefeng ^a   Wan, Shuhui ^a   Xu, Wei ^a   Zhu, Daoben ^a  

^a INSTITUTE OF CHEMISTRY   (China)

Author keywords

1,3 dithiole 2 thione; 1,3 dithiole 2 thione 4,5 dithiolate; Cyclophane; Electron donors; Tetrathiafulvalene

Indexed keywords

ELECTRONS; ORGANIC COMPOUNDS;

PRECURSORS;

SYNTHESIS (CHEMICAL);

1,3 DITHIOLE 2 THIONE; 1,3 DITHIOLE 2 THIONE 4,5 DITHIOLATE; 4 (2 CYANOETHYLTHIO) 1,3 DITHIOLE 2 THIONE; CYCLOPHANE DERIVATIVE; TETRATHIAFULVALENE DERIVATIVE; UNCLASSIFIED DRUG; ZINC COMPLEX;

ARTICLE; CHEMICAL REACTION; CHEMICAL STRUCTURE; CYCLIC POTENTIOMETRY; ELECTRON TRANSPORT; INFRARED SPECTROSCOPY; OXIDATION REDUCTION REACTION; PROTON NUCLEAR MAGNETIC RESONANCE; SYNTHESIS;

EID: 0036411305     PISSN: 00397881     EISSN: None     Source Type: Journal    
DOI: 10.1055/s-2002-34837     Document Type: Article

References (26)

1. (a) Svenstrup, N.; Becher, J. Synthesis 1995, 215, and references cited therein.
2. 2] can be prepared in large scale according to: Steimecke, G.; Sieler, H.-J.; Kirmse, R.; Hoyer, E. Phosphorus Sulfur 1979, 7, 49.
3. (a) Takimiya, K.; Morikami, A.; Otsubo, T. Synlett 1997, 319.
4. (b) Wawzonek, S.; Heilmann, S. M. J. Org. Chem. 1974, 39, 511.
5. (c) Falsig, M.; Lund, H. Acta Chem. Scand 1980, 34B, 591.
6. Jia, C.-Y.; Zhang, D.-Q.; Xu, W.; Zhu, D.-B. Org. Lett. 2001, 3, 1941.
7. Svenstrup, N.; Rasmussen, K. M.; Hansen, T. K.; Becher, J. Synthesis 1994, 809.
8. (a) Bechgaard, K.; Cowan, D. O.; Bloch, A. N. J. Org. Chem. 1975, 40, 746.
9. (b) Engler, E. M.; Scott, B. A.; Etemad, S.; Penney, T.; Patel, V. V. J. Am. Chem. Soc. 1977, 99, 5909.
10. (a) Kaplan, M. L.; Haddon, R. C.; Wudl, F. J. Chem. Soc., Chem. Commun. 1977, 388.
11. (b) Adam, M.; Müllen, K. Adv. Mater. 1994, 6, 439.
12. (c) Otsubo, T.; Aso, Y.; Takimiya, K. Adv. Mater. 1996, 8, 203.
13. (d) Nielsen, M. B.; Becher, J. Liebigs Ann. Chem. 1997, 2177.
14. Rovia, C. Chem.-Eur. J. 2000, 6, 1723; and references cited therein.
15. (a) Adam, M.; Enkelmann, V.; Räder, H. J.; Röhrich, J.; Müllen, K. Angew. Chem. Int. Ed. Engl. 1992, 31, 309.
16. (b) Matsuo, K.; Takimiya, K.; Aso, Y.; Otsubo, T.; Ogura, F. Chem. Lett. 1995, 523.
17. (c) Yunoki, S.-R.; Takimiya, K.; Aso, Y.; Otsubo, T. Tetrahedron Lett. 1997, 38, 3017.
18. (d) Takimiya, K.; Imamura, K.; Shibata, Y.; Aso, Y.; Ogura, F.; Otsubo, T. J. Org. Chem. 1997, 62, 5567.
19. (e) Lau, J.; Blanchard, P.; Riou, A.; Jubault, M.; Cava, M. P.; Becher, J. J. Org. Chem. 1997, 62, 4936.
20. (a) Galloway, C. P.; Doxsee, D. D.; Fenske, D.; Rauchfuss, T. B.; Wilson, S. R.; Yang, X. Inorg. Chem. 1994, 33, 4537.
21. (b) Chou, J.-H.; Rauchfuss, T. B.; Szczepura, L. F. J. Am. Chem. Soc. 1998, 120, 1805.
22. (a) Meziere, C.; Fourmigue, M.; Canadell, E.; Clerac, R.; Bechgaard, K.; Auban-Senzier, P. Chem. Mater. 2000, 12, 2250.
23. (b) Simonsen, K. B.; Thorup, N.; Becher, J. Synthesis 1997, 1399.
24. (c) Sudmale, I. V.; Tormos, G. V.; Khodorkovsky, V. Y.; Edzina, A. S.; Neilands, O. J.; Cava, M. P. J. Org. Chem. 1993, 58, 1355.
25. (d) Izuoka, A.; Kumai, R.; Sugawara, T. Chem. Lett. 1992, 285.
26. Carcel, C.; Fabre, J.-M.; Garreau de Bonneval, B.; Coulon, C. New J. Chem. 2000, 24, 919.