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Vinylene‐Linked 2D Conjugated Covalent Organic Frameworks by Wittig Reactions
Vinylene‐linked two‐dimensional covalent organic frameworks (V‐2D‐COFs) have shown great promise in electronics and optoelectronics. However, only a few reactions for V‐2D‐COFs have been developed hitherto. Besides the kinetically low reversibility of C=C bond formation, another underlying issue fac...
Autores principales: | , , , , , , , , , , , , , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
John Wiley and Sons Inc.
2022
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10098612/ https://www.ncbi.nlm.nih.gov/pubmed/36161682 http://dx.doi.org/10.1002/anie.202209762 |
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author | Liu, Yannan Fu, Shuai Pastoetter, Dominik L. Khan, Arafat Hossain Zhang, Yingying Dianat, Arezoo Xu, Shunqi Liao, Zhongquan Richter, Marcus Yu, Minghao Položij, Miroslav Brunner, Eike Cuniberti, Gianaurelio Heine, Thomas Bonn, Mischa Wang, Hai I. Feng, Xinliang |
author_facet | Liu, Yannan Fu, Shuai Pastoetter, Dominik L. Khan, Arafat Hossain Zhang, Yingying Dianat, Arezoo Xu, Shunqi Liao, Zhongquan Richter, Marcus Yu, Minghao Položij, Miroslav Brunner, Eike Cuniberti, Gianaurelio Heine, Thomas Bonn, Mischa Wang, Hai I. Feng, Xinliang |
author_sort | Liu, Yannan |
collection | PubMed |
description | Vinylene‐linked two‐dimensional covalent organic frameworks (V‐2D‐COFs) have shown great promise in electronics and optoelectronics. However, only a few reactions for V‐2D‐COFs have been developed hitherto. Besides the kinetically low reversibility of C=C bond formation, another underlying issue facing the synthesis of V‐2D‐COFs is the attainment of high (E)‐alkene selectivity to ensure the appropriate symmetry of 2D frameworks. Here, we tailor the E/Z selectivity of the Wittig reaction by employing a proper catalyst (i.e., Cs(2)CO(3)) to obtain more stable intermediates and elevating the temperature across the reaction barrier. Subsequently, the Wittig reaction is innovatively utilized for the synthesis of four crystalline V‐2D‐COFs by combining aldehydes and ylides. Importantly, the efficient conjugation and decent crystallinity of the resultant V‐2D‐COFs are demonstrated by their high charge carrier mobilities over 10 cm(2) V(−1) s(−1), as revealed by non‐contact terahertz (THz) spectroscopy. |
format | Online Article Text |
id | pubmed-10098612 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2022 |
publisher | John Wiley and Sons Inc. |
record_format | MEDLINE/PubMed |
spelling | pubmed-100986122023-04-14 Vinylene‐Linked 2D Conjugated Covalent Organic Frameworks by Wittig Reactions Liu, Yannan Fu, Shuai Pastoetter, Dominik L. Khan, Arafat Hossain Zhang, Yingying Dianat, Arezoo Xu, Shunqi Liao, Zhongquan Richter, Marcus Yu, Minghao Položij, Miroslav Brunner, Eike Cuniberti, Gianaurelio Heine, Thomas Bonn, Mischa Wang, Hai I. Feng, Xinliang Angew Chem Int Ed Engl Communications Vinylene‐linked two‐dimensional covalent organic frameworks (V‐2D‐COFs) have shown great promise in electronics and optoelectronics. However, only a few reactions for V‐2D‐COFs have been developed hitherto. Besides the kinetically low reversibility of C=C bond formation, another underlying issue facing the synthesis of V‐2D‐COFs is the attainment of high (E)‐alkene selectivity to ensure the appropriate symmetry of 2D frameworks. Here, we tailor the E/Z selectivity of the Wittig reaction by employing a proper catalyst (i.e., Cs(2)CO(3)) to obtain more stable intermediates and elevating the temperature across the reaction barrier. Subsequently, the Wittig reaction is innovatively utilized for the synthesis of four crystalline V‐2D‐COFs by combining aldehydes and ylides. Importantly, the efficient conjugation and decent crystallinity of the resultant V‐2D‐COFs are demonstrated by their high charge carrier mobilities over 10 cm(2) V(−1) s(−1), as revealed by non‐contact terahertz (THz) spectroscopy. John Wiley and Sons Inc. 2022-11-09 2022-12-05 /pmc/articles/PMC10098612/ /pubmed/36161682 http://dx.doi.org/10.1002/anie.202209762 Text en © 2022 The Authors. Angewandte Chemie International Edition published by Wiley-VCH GmbH https://creativecommons.org/licenses/by-nc-nd/4.0/This is an open access article under the terms of the http://creativecommons.org/licenses/by-nc-nd/4.0/ (https://creativecommons.org/licenses/by-nc-nd/4.0/) License, which permits use and distribution in any medium, provided the original work is properly cited, the use is non‐commercial and no modifications or adaptations are made. |
spellingShingle | Communications Liu, Yannan Fu, Shuai Pastoetter, Dominik L. Khan, Arafat Hossain Zhang, Yingying Dianat, Arezoo Xu, Shunqi Liao, Zhongquan Richter, Marcus Yu, Minghao Položij, Miroslav Brunner, Eike Cuniberti, Gianaurelio Heine, Thomas Bonn, Mischa Wang, Hai I. Feng, Xinliang Vinylene‐Linked 2D Conjugated Covalent Organic Frameworks by Wittig Reactions |
title | Vinylene‐Linked 2D Conjugated Covalent Organic Frameworks by Wittig Reactions |
title_full | Vinylene‐Linked 2D Conjugated Covalent Organic Frameworks by Wittig Reactions |
title_fullStr | Vinylene‐Linked 2D Conjugated Covalent Organic Frameworks by Wittig Reactions |
title_full_unstemmed | Vinylene‐Linked 2D Conjugated Covalent Organic Frameworks by Wittig Reactions |
title_short | Vinylene‐Linked 2D Conjugated Covalent Organic Frameworks by Wittig Reactions |
title_sort | vinylene‐linked 2d conjugated covalent organic frameworks by wittig reactions |
topic | Communications |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10098612/ https://www.ncbi.nlm.nih.gov/pubmed/36161682 http://dx.doi.org/10.1002/anie.202209762 |
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