Please use this identifier to cite or link to this item:
|Title:||Curved ?-conjugated corannulene dimer diradicaloids||Authors:||Wang, Q.
|Issue Date:||2018||Publisher:||Royal Society of Chemistry||Citation:||Wang, Q., Hu, P., Tanaka, T., Gopalakrishna, T.Y., Herng, T.S., Phan, H., Zeng, W., Ding, J., Osuka, A., Chi, C., Siegel, J., Wu, J. (2018). Curved ?-conjugated corannulene dimer diradicaloids. Chemical Science 9 (22) : 5100-5105. ScholarBank@NUS Repository. https://doi.org/10.1039/c8sc01388h||Rights:||Attribution-NonCommercial 4.0 International||Abstract:||So far, most reported open-shell singlet diradicaloids are based on planar ?-conjugated molecules. Herein, we report the bridged corannulene dimer diradicaloids, Cor-D1 and Cor-D2, both showing a three-dimensional curved ?-conjugated structure. Cor-D1 has a small diradical character (y0 = 5.4%) and behaves more like a closed-shell quinoidal compound at room temperature, while Cor-D2 is a typical open-shell diradicaloid with a larger diradical character (y0 = 16.9%). Both compounds exhibited paramagnetic activity at elevated temperatures, with a singlet-triplet energy gap (?ES-T) of -8.4 and -3.0 kcal mol-1, respectively. X-ray crystallographic analysis revealed that both molecules have a dumbbell-shaped geometry, with the two terminal corannulene bowls bent to opposite directions. The spin is largely delocalized onto the two bowls in Cor-D2 and there are multiple [CH??] interactions between the neighboring bowls. Chemical oxidation/reduction to their respective dications/dianions results in global aromaticity with [4n + 2] ?-electrons delocalized through the periphery of the whole framework. © 2018 The Royal Society of Chemistry.||Source Title:||Chemical Science||URI:||https://scholarbank.nus.edu.sg/handle/10635/209679||ISSN:||2041-6520||DOI:||10.1039/c8sc01388h||Rights:||Attribution-NonCommercial 4.0 International|
|Appears in Collections:||Elements|
Show full item record
Files in This Item:
|10_1039_c8sc01388h.pdf||1.23 MB||Adobe PDF|
This item is licensed under a Creative Commons License