Abstract
| Original language | English |
|---|---|
| Pages (from-to) | 2490-2498 |
| Number of pages | 8 |
| Journal | Journal of Materials Chemistry |
| Volume | 13 |
| Issue number | 10 |
| DOIs | |
| Publication status | Published - 2003 |
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Keywords
- charge-transfer
- dihalogens
- absorption
- chemistry
- complexes
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A combined substituent and supramolecular approach for improving the electron donor properties of 1,3-dithiole-2-thione derivatives. / Khan, T.; McDouall, J.J.W.; McInnes, E.J.L.; Skabara, P.J.; Frere, P.; Coles, S.J.; Hursthouse, M.B.
In: Journal of Materials Chemistry, Vol. 13, No. 10, 2003, p. 2490-2498.Research output: Contribution to journal › Article
TY - JOUR
T1 - A combined substituent and supramolecular approach for improving the electron donor properties of 1,3-dithiole-2-thione derivatives
AU - Khan, T.
AU - McDouall, J.J.W.
AU - McInnes, E.J.L.
AU - Skabara, P.J.
AU - Frere, P.
AU - Coles, S.J.
AU - Hursthouse, M.B.
PY - 2003
Y1 - 2003
N2 - A series of symmetrical 1,3-dithiole-2-thiones and -ones have been prepared via double lithiation of vinylene trithiocarbonate followed by trapping of the dianions with aryl carbaldehydes. The resulting diols are oxidised in high yield and the corresponding diketones are converted to thiophenes and furans using P2S5-NaHCO3 and P(OEt)(3), respectively. The majority of triaryl compounds undergo two reversible oxidation processes in the range 10.86 to 11.57 V (vs. Ag/AgCl). The charge-transfer complex (8c)(2).TCNQ forms mixed donor-acceptor stacks. EPR spectroscopy confirms the presence of an open shell species, but the material is an electrical insulator. Reaction of 8c with diiodine forms a charge transfer complex with a conductivity of 1.2x10(-4) S cm(-1).
AB - A series of symmetrical 1,3-dithiole-2-thiones and -ones have been prepared via double lithiation of vinylene trithiocarbonate followed by trapping of the dianions with aryl carbaldehydes. The resulting diols are oxidised in high yield and the corresponding diketones are converted to thiophenes and furans using P2S5-NaHCO3 and P(OEt)(3), respectively. The majority of triaryl compounds undergo two reversible oxidation processes in the range 10.86 to 11.57 V (vs. Ag/AgCl). The charge-transfer complex (8c)(2).TCNQ forms mixed donor-acceptor stacks. EPR spectroscopy confirms the presence of an open shell species, but the material is an electrical insulator. Reaction of 8c with diiodine forms a charge transfer complex with a conductivity of 1.2x10(-4) S cm(-1).
KW - charge-transfer
KW - dihalogens
KW - absorption
KW - chemistry
KW - complexes
UR - http://www.rsc.org/delivery/_ArticleLinking/DisplayArticleForFree.cfm?doi=b307025e&JournalCode=JM
UR - http://dx.doi.org/10.1039/b307025e
U2 - 10.1039/b307025e
DO - 10.1039/b307025e
M3 - Article
VL - 13
SP - 2490
EP - 2498
JO - Journal of Materials Chemistry
JF - Journal of Materials Chemistry
SN - 0959-9428
IS - 10
ER -