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Vinylene-Linked 2D Conjugated Covalent Organic Frameworks by Wittig Reaction

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 cm2 V−1 s−1, as revealed by non-contact terahertz (THz) spectroscopy.

Identiferoai:union.ndltd.org:DRESDEN/oai:qucosa:de:qucosa:89917
Date27 February 2024
CreatorsLiu, 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
PublisherWiley-VCH
Source SetsHochschulschriftenserver (HSSS) der SLUB Dresden
LanguageEnglish
Detected LanguageEnglish
Typeinfo:eu-repo/semantics/publishedVersion, doc-type:article, info:eu-repo/semantics/article, doc-type:Text
Rightsinfo:eu-repo/semantics/openAccess
Relation1521-3773, e202209762, 10.1002/anie.202209762, info:eu-repo/grantAgreement/European Commission/H2020 | SGA-RIA/881603//Graphene Flagship Core Project 3/GrapheneCore3, info:eu-repo/grantAgreement/European Commission/H2020 | ERC | ERC-COG/ 819698//Development of Thiophene Based Conjugated Polymers in Two Dimensions/T2DCP, info:eu-repo/grantAgreement/Deutsche Forschungsgemeinschaft/SFB 1415: Chemie der synthetischen zweidimensionalen Materialien/417590517/, info:eu-repo/grantAgreement/Deutsche Forschungsgemeinschaft/SPP 2248: Polymer-basierte Batterien/422726248/, info:eu-repo/grantAgreement/European Commission/H2020 | MSCA-ITN-ETN/813036//Bottom-Up generation of atomicalLy precise syntheTIc 2D MATerials for high performance in energy and Electronic applications – A multi-site innovative training action/ULTIMATE

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