期刊
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
卷 61, 期 49, 页码 -出版社
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.202209762
关键词
2D Conjugated Polymer; Terahertz; Two-Dimensional Organic Framework; Vinylene-Linkage; Wittig Reaction
资金
- European Union's Horizon 2020 research and innovation programme [GrapheneCore3 881603]
- M-ERA.NET
- Sachsisches Staatsministerium fur Wissenschaft und Kunst [HYSUCAP 100478697]
- Sachsisches Staatsministerium fur Wissenschaft und Kunst (Sonderzuweisung zur Unterstutzung profilbestimmender Struktureinheiten)
- ERC Consolidator Grant (T2DCP) [819698]
- DFG [CRC 1415, 417590517, SPP 2248]
- H2020-MSCA-ITN (ULTIMATE) [813036]
- China Scholarship Council (CSC)
- Projekt DEAL
The ability to efficiently synthesize vinylene-linked two-dimensional covalent organic frameworks (V-2D-COFs) is crucial for their potential applications in electronics and optoelectronics. In this study, the E/Z selectivity of the Wittig reaction was tailored by using a suitable catalyst and increasing the reaction temperature, resulting in the successful synthesis of four crystalline V-2D-COFs. The high charge carrier mobilities and good crystallinity of these V-2D-COFs were demonstrated through non-contact terahertz spectroscopy analysis.
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., Cs2CO3) 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.
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