Thiophene-fused aromatic belts

Aromatic belts, ultrashort carbon nanotubes, and related structures, are emerging molecular entities in the fields of organic electronics and supramolecular chemistry owing to their structural rigidity, fully fused π-conjugation, and well-defined cavity. Synthesis of aromatic belts with embedded thiophene structures, which manifest significant optoelectronic and conductive properties, has not yet been achieved. Herein, we report the synthesis of thiophene-fused aromatic belts (thiophene belts) via one-step sulfur cross-linking reaction of partially fluorinated cycloparaphenylenes. Their structural features, including unidirectional columnar stacking with high dipole moment in crystals, two-dimensional layer assembly on metal surfaces, and photophysical properties, such as long-lifetime phosphorescence, are uncovered. These distinctive features of the thiophene belts should inspire a range of applications such as optoelectronic devices and polar materials.

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Publication Details

Journal
Nature Communications
Published
2025-02-03
DOI
https://doi.org/10.1038/s41467-025-55896-w
Citations
19
Primary Topic
Organic Electronics and Photovoltaics
Type
article
Field-Weighted Citation Impact
13.88

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article

Thiophene-fused aromatic belts

Henning Klaasen, Harry Mönig, Saeed Amirjalayer, Hiroki Shudo et al.
19 citations
Nature Communications
Organic Electronics and Photovoltaics
13.88
article

Thiophene-fused aromatic belts

Henning Klaasen, Harry Mönig, Saeed Amirjalayer, Hiroki Shudo, Nobuo Kimizuka, Hirotoshi Sakamoto, Elena Kolodzeiski, Kenichiro Itami, Akiko Yagi, Bart Jan Ravoo, Philipp Wiesener, Kiichi Mizukami, Daiki Imoto
article en
19 citations

Abstract

Aromatic belts, ultrashort carbon nanotubes, and related structures, are emerging molecular entities in the fields of organic electronics and supramolecular chemistry owing to their structural rigidity, fully fused π-conjugation, and well-defined cavity. Synthesis of aromatic belts with embedded thiophene structures, which manifest significant optoelectronic and conductive properties, has not yet been achieved. Herein, we report the synthesis of thiophene-fused aromatic belts (thiophene belts) via one-step sulfur cross-linking reaction of partially fluorinated cycloparaphenylenes. Their structural features, including unidirectional columnar stacking with high dipole moment in crystals, two-dimensional layer assembly on metal surfaces, and photophysical properties, such as long-lifetime phosphorescence, are uncovered. These distinctive features of the thiophene belts should inspire a range of applications such as optoelectronic devices and polar materials.

Nature CommunicationsVol. 16(1)
Kyushu University (JP), Pioneer (United States) (US), Kyoto University (JP), Heidelberg University (DE), University of Münster (DE), University Hospital Münster (DE), Nagoya University (JP), Technical University of Munich (DE), Heidelberg University (US)
Deutsche Forschungsgemeinschaft, Ministry of Education, Culture, Sports, Science and Technology, Japan Society for the Promotion of Science, RIKEN
Openalex Percentile: Top 1%
Organic Electronics and Photovoltaics
13.88
DOIOpen Access PDFOpenAlex
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