Tailoring Magnetic Features in Zigzag-Edged Nanographenes by Controlled Diels–Alder Reactions

Ajayakumar MR, Fu Y, Liu F, Komber H, Tkachova V, Xu C, Zhou S, Popov AA, Liu J, Feng X (2020)

Publication Type: Journal article

Publication year: 2020

Journal

Chemistry - A European Journal Wiley

Book Volume: 26

Pages Range: 7497-7503

Journal Issue: 33

DOI: 10.1002/chem.202001130

Abstract

Nanographenes (NGs) with tunable electronic and magnetic properties have attracted enormous attention in the realm of carbon-based nanoelectronics. In particular, NGs with biradical character at the ground state are promising building units for molecular spintronics. However, most of the biradicaloids are susceptible to oxidation under ambient conditions and photolytic degradation, which hamper their further applications. Herein, we demonstrated the feasibility of tuning the magnetic properties of zigzag-edged NGs in order to enhance their stability via the controlled Diels–Alder reactions of peri-tetracene (4-PA). The unstable 4-PA (y0=0.72; half-life, t1/2=3 h) was transformed into the unprecedented benzo-peri-tetracenes (BPTs) by a one-side Diels–Alder reaction, which featured a biradical character at the ground state (y0=0.60) and exhibited remarkable stability under ambient conditions for several months. In addition, the fully zigzag-edged circumanthracenes (CAs) were achieved by two-fold or stepwise Diels–Alder reactions of 4-PA, in which the magnetic properties could be controlled by employing the corresponding dienophiles. Our work reported herein opens avenues for the synthesis of novel zigzag-edged NGs with tailor-made magnetic properties.

Involved external institutions

Technische Universität Dresden DE Germany (DE) Leibniz-Institut für Festkörper- und Werkstoffforschung Dresden e.V. (IFW) / Leibniz Institute for Solid State and Materials Research Dresden DE Germany (DE) Leibniz-Institut für Polymerforschung Dresden e. V. DE Germany (DE) University of Hong Kong (HKU) / 香港大學 HK Hong Kong (HK) Helmholtz-Zentrum Dresden-Rossendorf (HZDR) DE Germany (DE)

How to cite

APA:

Ajayakumar, M.R., Fu, Y., Liu, F., Komber, H., Tkachova, V., Xu, C.,... Feng, X. (2020). Tailoring Magnetic Features in Zigzag-Edged Nanographenes by Controlled Diels–Alder Reactions. Chemistry - A European Journal, 26(33), 7497-7503. https://doi.org/10.1002/chem.202001130

MLA:

Ajayakumar, M. R., et al. "Tailoring Magnetic Features in Zigzag-Edged Nanographenes by Controlled Diels–Alder Reactions." Chemistry - A European Journal 26.33 (2020): 7497-7503.

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