Citation: Qi Hui, Lu Xiaofeng, Zhang Shangxi, Shao Xiangfeng. Arylthio-Substituted/Fused Tetrathiafulvalenes[J]. Chemistry, ;2016, 79(9): 787-792. shu

Arylthio-Substituted/Fused Tetrathiafulvalenes

1.
State Key Laboratory of Applied Organic Chemistry, Lanzhou University, Lanzhou 730000

Corresponding author: Shao Xiangfeng,
Received Date: 22 April 2016
Available Online: 5 May 2016
Fund Project:

Tetrathiafulvalene (TTF) and its derivatives have received tremendous attentions owing to their applications in organic electronics. The research of TTFs includes the design and synthesis of functional molecules, supramolecular assembly, and elucidation of the physical properties of the supramolecular materials. Herein, we report the recent progress on arylthio-substituted/fused TTFs (Ar-S-TTF), on which the aryls are decorated onto the TTF core through the connection of sulfur bridges. We mainly highlight the facile synthesis, optical/electrochemical property, and structural feature of Ar-S-TTF, as well as the supramolecular assembly of Ar-S-TTF with fullerene and Keggin-type phosphomolybdic acid.
- Tetrathiafulvalene,
- Sulfur-bridge,
- C-S coupling,
- Dynamic molecular bowl,
- Supramolecular assembly
1. [1]
  [1] F Wudl, G M Smith, E J Hufngel. J. Chem. Soc. D:Chem. Commun., 1970, 1453~1454.
2. [2]
  [2] J Yamada, T Sugimoto. J. Am. Chem. Soc., 2005, 127(25):9309~9309.
3. [3]
  [3] J M Williams, J R Ferraro, R J Thorn et al. Adv. Mater., 1994, 6(1):87~87.
4. [4]
  [4] D Canavet, M Sallé, G Zhang et al. Chem. Commun., 2009, 40(33):2245~2269.
5. [5]
  [5] T K Hansen, T Jørgensen, P C Stein et al. J. Org. Chem., 1992, 57:6403~6409.
6. [6]
  [6] A I de Lucas, N Martín, L Sánchez et al. Tetrahedron, 1998, 54:4655~4662.
7. [7]
  [7] M Mas-Torrent, M Durkut, P Hadley et al. J. Am. Chem. Soc., 2004, 126(4):984~985.
8. [8]
  [8] R Berridge, P J Skabara, C Pozo-Gonzalo et al. J. Phys. Chem. B, 2006, 110:3140~3152.
9. [9]
  [9] M R Bryce. Chem. Soc. Rev., 1991, 20:355~390.
10. [10]
  [10] S Y Hsu, Y C Long. J. Org. Chem., 1987, 52(15):3444~3446.
11. [11]
  [11] H Müller, A Lerf, H P Fritz et al. Synth. Met., 1991, 42(3):2381~2384.
12. [12]
  [12] J Sun, X Lu, J Shao et al. RSC Adv., 2013, 3:10193~10196.
13. [13]
  [13] X Lu, J Sun, Y Liu et al. Chem. Eur. J., 2014, 20(30):9650~9656.
14. [14]
  [14] J Sun, X Lu, J Shao et al. Chem. Eur. J., 2013, 19(37):12517~12525.
15. [15]
  [15] L Ma, X Lu, J Sun et al. unpublished results.
16. [16]
  [16] L Ma, J Sun, X Lu et al. Beilstein J. Org. Chem. 2015, 11:850~859.
17. [17]
  [17] J Sun, X Lu, M Ishikawa et al. J. Mater. Chem. C, 2014, 2:8071~8076.
18. [18]
  [18] X Lu, J Sun, S Zhang et al. Beilstein J. Org. Chem., 2015, 11:1043~1051.
19. [19]
  [19] L Ouahab. Chem. Mater., 1997, 9(9):1909~1926.
20. [20]
  [20] E Coronado, C Giménez-Saiz, C J Gómez-García et al. Angew. Chem. Int. Ed., 2004, 43(23):3022~3025.
21. [21]
  [21] S Zhang, X Lu, J Sun et al. CrystEngComm, 2015, 17:4110~4116.
22. [22]
  [22] X Lu, S Zhang, L Ma et al. unpublished results.
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