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Functionalized Tetrathiafulvalene Derivatives and their Radical Cation Salts: Synthesis and X-Ray Crystal Structures

Published online by Cambridge University Press:  10 February 2011

Martin R. Bryce ,
Adrian J. Moore ,
Andrei S. Batsanov ,
Antony Chesney ,
Clare L. Wood  and
Judith A. K. Howard
Martin R. Bryce
Affiliation:
Department of Chemistry, University of Durham, Durham, U.K. DH I [email protected]
Adrian J. Moore
Affiliation:
Department of Chemistry, University of Durham, Durham, U.K. DH I [email protected]
Andrei S. Batsanov
Affiliation:
Department of Chemistry, University of Durham, Durham, U.K. DH I [email protected]
Antony Chesney
Affiliation:
Department of Chemistry, University of Durham, Durham, U.K. DH I [email protected]
Clare L. Wood
Affiliation:
Department of Chemistry, University of Durham, Durham, U.K. DH I [email protected]
Judith A. K. Howard
Affiliation:
Department of Chemistry, University of Durham, Durham, U.K. DH I [email protected]
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Abstract

We report our investigations into tetrathiafulvalene (TTF) derivatives bearing N-methylthiocarbamoyl and halogen substituents which engage in intermolecular interactions in the solid state. The synthesis of new donors is presented, along with the X-ray crystal structures of some of these derivatives and their radical ion salts.

Type
Research Article
Information
MRS Online Proceedings Library (OPL) , Volume 488: Symposium J – Electrical, Optical & Magnetic Properties of Organic IV , 1997 , 483
Copyright
Copyright © Materials Research Society 1998

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References

1. J. Mater. Chem. 5, 1469–1760 (1995) (Special Issue on Molecular Conductors).Google Scholar
2. a) Jørgensen, M. and Bechgaard, K., Synthesis 207 (1989); b) M. R. Bryce and G. Cooke, Synthesis 263 (1991); c) C. Wang, A. Ellern, V. Khodorkovsky, J. Bernstein and J. Y. Becker, J. Chem. Soc., Chem. Commun. 983 (1994); d) C. Wang, J. Y. Becker, J. Bernstein, A. Ellern and V. Khodorkovsky, J. Mater. Chem. 5, 1559 (1995); e) R. Gompper, J. Hock, K. Polborne, E. Dormann and H. Winter, Adv. Mater. 7, 41 (1995); f) A. S. Batsanov, A. J. Moore, N. Robertson, A. Green, M. R. Bryce, J. A. K. Howard and A. E. Underhill, J. Mater. Chem. 7, 387 (1997); g) M. Iyoda, Y. Kuwatani, K. Hara, E. Ogura, H. Suzuki, H. Ito and T. Mori, Chem. Lett. 599 (1997).Google Scholar
3. a) Batsanov, A. S., Bryce, M. R., Cooke, G., Heaton, J. N. and Howard, J. A. K., J. Chem. Soc., Chem. Commun. 1701 (1993); b) A. S. Batsanov, M. R. Bryce, G. Cooke, A. S. Dhindsa, J. N. Heaton, J. A. K. Howard, A. J. Moore and M. C. Petty, Chem. Mater. 6, 1419 (1994); c) A. J. Moore, M. R. Bryce, A. S. Batsanov, C. W. Lehmann and J. A. K. Howard, Synth. Met. 86, 1901 (1997).Google Scholar
4. Batsanov, A. S., Bryce, M. R., Heaton, J. N., Moore, A. J., Skabara, P. J., Howard, J. A. K., Ortí, E., Viruela, P. M. and Viruela, R., J. Mater. Chem. 5, 1689 (1995).Google Scholar
5. Review: Bryce, M. R., J. Mater. Chem. 5, 1481 (1995).Google Scholar
6. Moore, A. J. and Bryce, M. R., Synthesis 407 (1997).Google Scholar
7. Lerstrup, K., Jøhannsen, I. and Jorgensen, M., Synth. Met. 27, B9 (1989).Google Scholar
8. Moore, A. J., Bryce, M. R., Batsanov, A. S., Cole, J. C. and Howard, J. A. K., Synthesis 675 (1995).Google Scholar
9. Fourmigué, M., Krebs, F. C. and Larsen, J., Synthesis 509 (1993).Google Scholar
10. Svenstrup, N., Rasmussen, K. M., Hansen, T. K. and Becher, J., Synthesis 809 (1994).Google Scholar
11. Sheldrick, G. M., SHELXTL, Version 5, Siemens Analytical X-ray Instruments Inc. Madison, WI, USA (1995).Google Scholar
12. Misaki, Y., Ohta, T., Higuchi, N., Fujiwara, H., Yamabe, T., Mori, T., Mori, H. and Tanaka, S., J. Mater. Chem. 5, 1571 (1995).Google Scholar
13. Williams, J. M., Ferraro, J. R., Thorn, R. J., Carlson, K. D., Geiser, U., Wang, H. H., Kini, A. M. and Whangbo, M-H., Organic Superconductors (Including Fullerenes), Prentice Hall, Englewood Cliffs, New Jersey, 1992.Google Scholar
14. Dhindsa, A. S., Song, Y. P., Badyal, J. P., Bryce, M. R., Lvov, Y. M., Petty, M. C. and Yarwood, J., Chem. Mater. 4, 724 (1992).Google Scholar
15. a) Katayama, C., Honda, M., Kumagai, H., Tanaka, J., Saito, G. and Inokuchi, H., Bull. Chem. Soc. Jpn. 58, 2772 (1985); b) D. A. Clemente and A. Marzotto, J. Mater. Chem. 6, 941 (1996).Google Scholar
16. Flandrois, S. and Chasseau, D., Acta Crystallogr. Sect. B 33, 2744 (1977).Google Scholar
17. Desiraju, G. R., Crystal Engineering. The Design of Organic Solids, Elsevier, Amsterdam, 1989, ch. 6.Google Scholar
18. a) Gavezzotti, A., J. Amer. Chem. Soc, 105, 5220 (1983); b) S. C. Nyburg and H. C. Faerman, Acta Crystallogr. Sect. B 41, 274 (1985).Google Scholar