%0 Journal Article %1 Mahl_2022 %A Mahl, Magnus %A Niyas, M. A. %A Shoyama, Kazutaka %A Würthner, Frank %D 2022 %I Springer Science and Business Media LLC %J Nature Chemistry %K myown %N 4 %P 457--462 %R 10.1038/s41557-021-00861-5 %T Multilayer stacks of polycyclic aromatic hydrocarbons %U https://doi.org/10.1038%2Fs41557-021-00861-5 %V 14 %X Polycyclic aromatic hydrocarbons (PAHs) show promise for applications in functional devices such as organic photovoltaics and field-effect transistors, but, although nanometre-sized PAHs—often referred to as nanographenes—have been well inves- tigated as single-layer molecules, their multilayer counterparts remain rather unexplored. Here we show the assembly of a C64 nanographene derivative (comprising a planar core decorated with four meta-terphenyl–imide moieties at its periphery) into multilayer stacks with smaller PAHs ranging from naphthalene to ovalene and hexabenzocoronene. The functionalized C64 nanographene serves as a ditopic host that can accommodate a smaller PAH on either side of its planar core, in cavities delim- ited by its bulky imide substituents. Bilayers and trilayers (that is, complexes with 1:1 and 1:2 host:guest ratios, respectively) were observed in solution, and dimers of these complexes as well as multilayer compounds were isolated in the solid state. Quantum-chemical calculations indicate that dispersion forces are the main stabilizing factor for these complexes.

@article{Mahl_2022, abstract = {Polycyclic aromatic hydrocarbons (PAHs) show promise for applications in functional devices such as organic photovoltaics and field-effect transistors, but, although nanometre-sized PAHs—often referred to as nanographenes—have been well inves- tigated as single-layer molecules, their multilayer counterparts remain rather unexplored. Here we show the assembly of a C64 nanographene derivative (comprising a planar core decorated with four meta-terphenyl–imide moieties at its periphery) into multilayer stacks with smaller PAHs ranging from naphthalene to ovalene and hexabenzocoronene. The functionalized C64 nanographene serves as a ditopic host that can accommodate a smaller PAH on either side of its planar core, in cavities delim- ited by its bulky imide substituents. Bilayers and trilayers (that is, complexes with 1:1 and 1:2 host:guest ratios, respectively) were observed in solution, and dimers of these complexes as well as multilayer compounds were isolated in the solid state. Quantum-chemical calculations indicate that dispersion forces are the main stabilizing factor for these complexes.}, added-at = {2022-04-05T13:01:21.000+0200}, author = {Mahl, Magnus and Niyas, M. A. and Shoyama, Kazutaka and Würthner, Frank}, biburl = {https://www.bibsonomy.org/bibtex/28c789dce52b4759763573eb0dcb8e2c7/wuerthner_group}, doi = {10.1038/s41557-021-00861-5}, interhash = {6da981e28227d474b83dd6cde5626228}, intrahash = {8c789dce52b4759763573eb0dcb8e2c7}, journal = {Nature Chemistry}, keywords = {myown}, month = feb, number = 4, pages = {457--462}, publisher = {Springer Science and Business Media {LLC}}, timestamp = {2022-04-05T13:01:21.000+0200}, title = {Multilayer stacks of polycyclic aromatic hydrocarbons}, url = {https://doi.org/10.1038%2Fs41557-021-00861-5}, volume = 14, year = 2022 }