Crystal structure of tris[4-(3,4-dimethoxythiophen-2-yl)phenyl]amine

In the title compound tris-[4-(3,4-di-meth-oxy-thio-phen-2-yl)phen-yl]amine (DMOT-TPA), C<sub>36</sub>H<sub>33</sub>NO<sub>6</sub>S<sub>3</sub>, the central nitro-gen atom shows no pyramidalization, with the three <i>para</i>-phenyl-ene rings arranged in a propeller-like geometry. Each thio-phene ring is twisted by about 25-29° relative to the adjacent phenyl-ene ring, giving a distorted π-conjugated framework. In the crystal, mol-ecules are linked through multiple C-H⋯π inter-actions into two-dimensional sheets, which extend into a three-dimensional network. A Cambridge Structural Database survey revealed no prior examples of tri-phenyl-amines bearing 3,4-di-meth-oxy-thio-phen units at the <i>para</i> positions. This unique structure provides new insights into the design of redox-active organic materials.

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Publication Details

Journal
Acta Crystallographica Section E Crystallographic Communications
Published
2026-01-06
DOI
https://doi.org/10.1107/s2056989026000058
Primary Topic
Synthesis and Properties of Aromatic Compounds
Type
article
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article

Crystal structure of tris[4-(3,4-dimethoxythiophen-2-yl)phenyl]amine

Yukiyasu Kashiwagi, Koichi Mitsudo, Masafumi Yano, Koki Oishi et al.
Acta Crystallographica Section E Crystallographic Communications
Synthesis and Properties of Aromatic Compounds
article

Crystal structure of tris[4-(3,4-dimethoxythiophen-2-yl)phenyl]amine

Yukiyasu Kashiwagi, Koichi Mitsudo, Masafumi Yano, Koki Oishi, Minori Yano
article en

Abstract

In the title compound tris-[4-(3,4-di-meth-oxy-thio-phen-2-yl)phen-yl]amine (DMOT-TPA), C<sub>36</sub>H<sub>33</sub>NO<sub>6</sub>S<sub>3</sub>, the central nitro-gen atom shows no pyramidalization, with the three <i>para</i>-phenyl-ene rings arranged in a propeller-like geometry. Each thio-phene ring is twisted by about 25-29° relative to the adjacent phenyl-ene ring, giving a distorted π-conjugated framework. In the crystal, mol-ecules are linked through multiple C-H⋯π inter-actions into two-dimensional sheets, which extend into a three-dimensional network. A Cambridge Structural Database survey revealed no prior examples of tri-phenyl-amines bearing 3,4-di-meth-oxy-thio-phen units at the <i>para</i> positions. This unique structure provides new insights into the design of redox-active organic materials.

Acta Crystallographica Section E Crystallographic CommunicationsVol. 82(2)
Okayama University (JP), Osaka Research Institute of Industrial Science and Technology (JP), Kansai University (JP)
Openalex Percentile: Top 93%
Synthesis and Properties of Aromatic Compounds
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Crystal structure of tris[4-(3,4-dimethoxythiophen-2-yl)phenyl]amine — Yukiyasu Kashiwagi, Koichi Mitsudo, et al. · Acta Crystallographica Section E Crystallographic Communications (2026) | TGRS Research Map | TGRS