Dictating Packing and Interactions of Perylene Bisimides within Cyclophane Structures in the Solid State

Solymosi I, Neiß C, Maid H, Hampel F, Solymosi T, Görling A, Hirsch A, Perez-Ojeda ME (2023)

Publication Language: English

Publication Type: Journal article

Publication year: 2023

Journal

ChemistrySelect Wiley-VCH

Book Volume: 8

Journal Issue: 17

URI: https://chemistry-europe.onlinelibrary.wiley.com/doi/10.1002/slct.202300523

DOI: 10.1002/slct.202300523

Open Access Link: https://chemistry-europe.onlinelibrary.wiley.com/doi/10.1002/slct.202300523

Abstract

Crystal packing and chromophore communication are key parameters for the performance and functionality of many applications related to light-energy harvesting and conversion. However, obtaining crystals of flexible and very soluble structures is troublesome. Nevertheless, a crystal structure of a highly flexible perylene-3,4 : 9,10-tetracarboxylic acid bisimide (PBI) cyclophane was obtained and analysed to compare the chromophore arrangement in the solid state with theconfiguration in solution as well as with calculated structures. The crystal structure exhibits an intra- and intermolecular slip-stack arrangement of the heterochiral PBI units, forming a unique one-dimensional pi-stacking supramolecular polymer-like structure. These findings emphasize that the unique solid-state arrangement of the chromophores cannot be easily predicted by elaborate studies in solution or by theoretical calculations. Furthermore, it features the importance of controlling the crystal packing to enable specific applications based on multiexciton generation processes where the spatial dependence and relative orientation of the chromophores are decisive parameters.

Authors with CRIS profile

Iris Solymosi Sonderforschungsbereich 953/3 Synthetische Kohlenstoffallotrope Christian Neiß Lehrstuhl für Theoretische Chemie Frank Hampel Lehrstuhl für Organische Chemie I Andreas Görling Lehrstuhl für Theoretische Chemie Andreas Hirsch Lehrstuhl für Organische Chemie II Maria Eugenia Perez-Ojeda Rodriguez Lehrstuhl für Organische Chemie II

Involved external institutions

Forschungszentrum Jülich / Research Centre Jülich (FZJ) DE Germany (DE)

How to cite

APA:

Solymosi, I., Neiß, C., Maid, H., Hampel, F., Solymosi, T., Görling, A.,... Perez-Ojeda, M.E. (2023). Dictating Packing and Interactions of Perylene Bisimides within Cyclophane Structures in the Solid State. ChemistrySelect, 8(17). https://doi.org/10.1002/slct.202300523

MLA:

Solymosi, Iris, et al. "Dictating Packing and Interactions of Perylene Bisimides within Cyclophane Structures in the Solid State." ChemistrySelect 8.17 (2023).

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