Nonplanar bis(1,3‐dithiole) donors affording novel cation radical salts
Source abstract
Abstract
A nonplanar molecule that forms stable ion radical salts is reported, demonstrating that planar molecules are not a prerequisite for the preparation of organic conductors. The results of cyclic voltammetry and X‐ray structural analysis are presented for stable single crystals of the cation radical salt of the dibenzo derivative of 4,9‐bis(1,3,‐dithio‐2‐ylidene)‐4,9‐dihydronaphtho[2,3‐c][1,2,5]thiadiazole. This is the first stable cation radical salt to have been succesfully obtained from a nonplanar molecule.
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Research context
OpenAlex topics: Organic and Molecular Conductors Research · Perovskite Materials and Applications · Thermal Expansion and Ionic Conductivity
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References (21)
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14. Crystal data for2d: C24H12N2S5 orthorhombic space group Pnma a = 8.136(1) b = 18.796(3). c = 3.540(1) Å V = 2070.4(4) Å3 Z = 4. Dcaled= 1.57 gcm−3 R = 0.0387 for 1720 reflections with |Fo> 3σ|Fo|.2d‐PF6: C24H12N2S5PF6 monoclinic space groupP21/a a= 20.755(7) b= 7.216(1) c= 17.095(5) Å β = 107.97(1)° V= 2435.5(12) Å3 Z= 4 Dcaled= 1.73 gcm−3 R= 0.0848 for 3503 reflections with |Fo| > 3σ|Fo|.2d‐CIO4: C24H12N2S5CIO4 monoclinic space groupP21/a a= 19.534(8) b= 7.202(2) c= 16.094(7) Å β = 90.30(2)° V= 2264.3(15) Å3 Z= 4 Dcaled= 1.73 gcm−3 R= 0.0921 for 3075 reflections with |Fo| > 3σ|Fo|.
15. All the conductivities reported here were measured on single crystals.
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18. The current ratios ipa/ipc were near unity They and the half‐wave oxidation potentials were independent of the scan rae v. The anodic peak current ipa was proportional to v1/2.
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20. The neutral and dication states may be formed in the crystals by disproportionation as in solution. The intensity of the ESR signal of the 2d–PF6salt is weaker than that of the usual cation radical salts suggesting the contribution of those states. A detailed study is underway.
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