On‐Surface Synthesis of Ethynylene‐Bridged Anthracene Polymers
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- Ana Sánchez‐Grande
- IMDEA Nanociencia, C/ Faraday 9 Ciudad Universitaria de Cantoblanco 28049 Madrid Spain
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- Bruno de la Torre
- Regional Centre of Advanced Technologies and Materials Palacký University Olomouc Šlechtitelů 27 78371 Olomouc Czech Republic
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- José Santos
- IMDEA Nanociencia, C/ Faraday 9 Ciudad Universitaria de Cantoblanco 28049 Madrid Spain
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- Borja Cirera
- IMDEA Nanociencia, C/ Faraday 9 Ciudad Universitaria de Cantoblanco 28049 Madrid Spain
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- Koen Lauwaet
- IMDEA Nanociencia, C/ Faraday 9 Ciudad Universitaria de Cantoblanco 28049 Madrid Spain
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- Taras Chutora
- Regional Centre of Advanced Technologies and Materials Palacký University Olomouc Šlechtitelů 27 78371 Olomouc Czech Republic
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- Shayan Edalatmanesh
- Institute of Physics The Czech Academy of Sciences Cukrovarnická 10 16200 Prague 6 Czech Republic
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- Pingo Mutombo
- Institute of Physics The Czech Academy of Sciences Cukrovarnická 10 16200 Prague 6 Czech Republic
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- Johanna Rosen
- Department of Physics, Chemistry and Biology, IFM Linköping University 58183 Linköping Sweden
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- Radek Zbořil
- Regional Centre of Advanced Technologies and Materials Palacký University Olomouc Šlechtitelů 27 78371 Olomouc Czech Republic
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- Rodolfo Miranda
- IMDEA Nanociencia, C/ Faraday 9 Ciudad Universitaria de Cantoblanco 28049 Madrid Spain
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- Jonas Björk
- Department of Physics, Chemistry and Biology, IFM Linköping University 58183 Linköping Sweden
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- Pavel Jelínek
- Regional Centre of Advanced Technologies and Materials Palacký University Olomouc Šlechtitelů 27 78371 Olomouc Czech Republic
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- Nazario Martín
- IMDEA Nanociencia, C/ Faraday 9 Ciudad Universitaria de Cantoblanco 28049 Madrid Spain
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- David Écija
- IMDEA Nanociencia, C/ Faraday 9 Ciudad Universitaria de Cantoblanco 28049 Madrid Spain
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説明
<jats:title>Abstract</jats:title><jats:p>Engineering low‐band‐gap π‐conjugated polymers is a growing area in basic and applied research. The main synthetic challenge lies in the solubility of the starting materials, which precludes advancements in the field. Here, we report an on‐surface synthesis protocol to overcome such difficulties and produce poly(<jats:italic>p</jats:italic>‐anthracene ethynylene) molecular wires on Au(111). To this aim, a quinoid anthracene precursor with =CBr<jats:sub>2</jats:sub> moieties is deposited and annealed to 400 K, resulting in anthracene‐based polymers. High‐resolution nc‐AFM measurements confirm the nature of the ethynylene‐bridge bond between the anthracene moieties. Theoretical simulations illustrate the mechanism of the chemical reaction, highlighting three major steps: dehalogenation, diffusion of surface‐stabilized carbenes, and homocoupling, which enables the formation of an ethynylene bridge. Our results introduce a novel chemical protocol to design π‐conjugated polymers based on oligoacene precursors and pave new avenues for advancing the emerging field of on‐surface synthesis.</jats:p>
収録刊行物
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- Angewandte Chemie
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Angewandte Chemie 131 (20), 6631-6635, 2019-03-12
Wiley
