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

Liu Y, Fu S, Pastoetter DL, Khan AH, Zhang Y, Dianat A, Xu S, Liao Z, Richter M, Yu M, Polozij M, Brunner E, Cuniberti G, Heine T, Bonn M, Wang H, Feng X (2022)

Publication Type: Journal article

Publication year: 2022

Journal

Angewandte Chemie International Edition Wiley

Book Volume: 61

Article Number: e202209762

Journal Issue: 49

DOI: 10.1002/anie.202209762

Abstract

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.

Involved external institutions

Technische Universität Dresden DE Germany (DE) Max-Planck-Institut für Polymerforschung (MPI-P) / Max Planck Institute for Polymer Research DE Germany (DE) Fraunhofer-Institut für Keramische Technologien und Systeme (IKTS) DE Germany (DE)

How to cite

APA:

Liu, Y., Fu, S., Pastoetter, D.L., Khan, A.H., Zhang, Y., Dianat, A.,... Feng, X. (2022). Vinylene-Linked 2D Conjugated Covalent Organic Frameworks by Wittig Reactions. Angewandte Chemie International Edition, 61(49). https://doi.org/10.1002/anie.202209762

MLA:

Liu, Yannan, et al. "Vinylene-Linked 2D Conjugated Covalent Organic Frameworks by Wittig Reactions." Angewandte Chemie International Edition 61.49 (2022).

BibTeX: Download