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

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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.


Original languageEnglish
Article numbere202209762
Number of pages6
JournalAngewandte Chemie - International Edition
Issue number49
Publication statusPublished - 25 Sept 2022


ASJC Scopus subject areas


  • 2D Conjugated Polymer, Terahertz, Two-Dimensional Organic Framework, Vinylene-Linkage, Wittig Reaction