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Wave-shaped polycyclic hydrocarbons with controlled aromaticity

2019, Ma, Ji, Zhang, Ke, Schellhammer, Karl Sebastian, Fu, Yubin, Komber, Hartmut, Xu, Chi, Popov, Alexey A., Hennersdorf, Felix, Weigand, Jan J., Zhou, Shengqiang, Pisula, Wojciech, Ortmann, Frank, Berger, Reinhard, Liu, Junzhi, Feng, Xinliang

Controlling the aromaticity and electronic properties of curved π-conjugated systems has been increasingly attractive for the development of novel functional materials for organic electronics. Herein, we demonstrate an efficient synthesis of two novel wave-shaped polycyclic hydrocarbons (PHs) 1 and 2 with 64 π-electrons. Among them, the wave-shaped π-conjugated carbon skeleton of 2 is unambiguously revealed by single-crystal X-ray crystallography analysis. The wave-shaped geometry is induced by steric congestion in the cove and fjord regions. Remarkably, the aromaticity of these two structural isomers can be tailored by the annulated direction of cyclopenta[b]fluorene units. Isomer 1 (Eoptg = 1.13 eV) behaves as a closed-shell compound with weakly antiaromatic feature, whereas its structural isomer 2 displays a highly stable tetraradical character (y0 = 0.23; y1 = 0.22; t1/2 = 91 days) with a narrow optical energy gap of 0.96 eV. Moreover, the curved PH 2 exhibits remarkable ambipolar charge transport in solution-processed organic thin-film transistors. Our research provides a new insight into the design and synthesis of stable functional curved aromatics with multiradical characters. © The Royal Society of Chemistry.

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Reply to Burgess et al: Catastrophic climate risks are neglected, plausible, and safe to study

2022, Kemp, Luke, Xu, Chi, Depledge, Joanna, Ebi, Kristie L., Gibbins, Goodwin, Kohler, Timothy A., Rockström, Johan, Scheffer, Marten, Schellnhuber, Hans Joachim, Steffen, Will, Lenton, Timothy M.

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

2020, Ajayakumar, M.R., Fu, Yubin, Liu, Fupin, Komber, Hartmut, Tkachova, Valeriya, Xu, Chi, Zhou, Shengqiang, Popov, Alexey A., Liu, Junzhi, Feng, Xinliang

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. © 2020 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim

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Reply to Bhowmik et al.: Democratic climate action and studying extreme climate risks are not in tension

2022, Kemp, Luke, Xu, Chi, Depledge, Joanna, Ebi, Kristie L., Gibbins, Goodwin, Kohler, Timothy A., Rockström, Johan, Scheffer, Marten, Schellnhuber, Hans Joachim, Steffen, Will, Lenton, Timothy M.

[no abstract available]

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Reply to Ruhl and Craig: Assessing and governing extreme climate risks needs to be legitimate and democratic

2022, Kemp, Luke, Xu, Chi, Depledge, Joanna, Ebi, Kristie L., Gibbins, Goodwin, Kohler, Timothy A., Rockström, Johan, Scheffer, Marten, Schellnhuber, Hans Joachim, Steffen, Will, Lenton, Timothy M.

[No abstract available]

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Reply to Kelman: The foundations for studying catastrophic climate risks

2022, Kemp, Luke, Xu, Chi, Depledge, Joanna, Ebi, Kristie L., Gibbins, Goodwin, Kohler, Timothy A., Rockström, Johan, Scheffer, Marten, Schellnhuber, Hans Joachim, Steffen, Will, Lenton, Timothy M.