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Tetrathiafulvalenoparacyclophanes

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Staab,  Heinz A.
Department of Organic Chemistry, Max Planck Institute for Medical Research, Max Planck Society;

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Ippen,  Joachim
Max Planck Institute for Medical Research, Max Planck Society;

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Tao‐pen,  Chu
Max Planck Institute for Medical Research, Max Planck Society;

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Krieger,  Claus
Department of Organic Chemistry, Max Planck Institute for Medical Research, Max Planck Society;

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Starker,  Barbara
Department of Organic Chemistry, Max Planck Institute for Medical Research, Max Planck Society;

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Citation

Staab, H. A., Ippen, J., Tao‐pen, C., Krieger, C., & Starker, B. (1980). Tetrathiafulvalenoparacyclophanes. Angewandte Chemie International Edition, 19(1), 66-67. doi:10.1002/anie.198000661.


Cite as: https://hdl.handle.net/21.11116/0000-0004-9D51-0
Abstract
In the “metallic” conducting 1:1 complex of tetrathiafulvalene (TTF) and tetracyanoquinodimethane (TCNQ), donor and acceptor molecules form separate stacks in the crystal. In order to enforce other TTF/TCNQ arrangements by altering the molecular architecture the phane‐like bridged TTF‐paracyclophanes (1), n = 3, and (2) were first synthesized. To do this a novel reaction sequence had to be developed which also facilitated synthesis of the tetrathiafulvalenophanes (3)/(4) (and the corresponding [2.2]‐derivatives). (3)/(4) and TCNQ form a 1:4 complex having a conductivity of σ = 5 × 10−3 to 10−2 [Ω cm]−1 (single crystal, long axis, 300 K).