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3 results for “aromatic bisimides”
A Terrylene Bisimide based Universal Host for Aromatic Guests to Derive Contact Surface-Dependent Dispersion Energies
<p>Additional data to report <a href="https://doi.org/10.1002/anie.202318451">https://doi.org/10.1002/anie.202318451</a>:<br><br>π–π interactions are among the most important intermolecular interactions in supramolecular systems. Here we determine experimentally a universal parameter for their strength that is simply based on the size of the interacting contact surfaces. Toward this goal we designed a new cyclophane based on terrylene bisimide (TBI) π-walls connected by <em>para</em>-xylylene spacer units. With its extended π-surface this cyclophane proved to be an excellent and universal host for the complexation of π-conjugated guests, including small and large polycyclic aromatic hydrocarbons (PAHs) as well as dye molecules. The observed binding constants range up to 10<sup>8</sup> M<sup>−1</sup> and show a linear dependence on the 2D area size of the guest molecules. This correlation can be used for the prediction of binding constants and for the design of new host–guest systems based on the herewith derived universal Gibbs interaction energy parameter of 0.31 kJ/molÅ<sup>2</sup> in chloroform.</p>
Room-Temperature Phosphorescence of Cocrystals of Aromatic Bisimides and Triplet Sensitizer Pt(acac)2
<p>Additional data to report <a href="https://doi.org/10.1002/adfm.202412843">https://doi.org/10.1002/adfm.202412843</a>:</p> <p>Four sterically shielded aromatic bisimides are synthesized and their ability to form cocrystals with the triplet sensitizer platinum(II) acetylacetonate (Pt(acac)<sub>2</sub>) is investigated. Single crystals of the individual electron-deficient bisimides are studied first, two showing bright blue fluorescence with quantum yields up to 28%, while the other two barely emit at all. After successful cocrystallization of all four aromatic bisimides with the electron-rich Pt(II) complex,<sub> </sub>two different stoichiometries, either 1:1 or 1:2, are found in the crystalline solid state, whose absorbance and photoluminescence exhibit distinct bathochromic shifts. While two naphthalene bisimides show strong and long-lived room-temperature phosphorescence (RTP) with quantum yield up to over 50%, the other two aromatic bisimides show only minor photoluminescence at RT, but a bright low-temperature phosphorescence (LTP) at 80 K. Theoretical calculations reveal the importance of changing the magnetic quantum number <em>m</em> of the involved <em>d</em>-orbitals at the platinum center as well as the alignment of the Pt(II) center above an aromatic C-C bond for an efficient intersystem crossing in these systems.</p>
Donor-acceptor complex formation by social self-sorting of polycyclic aromatic hydrocarbons and perylene bisimides
<p>Additional data to report <a href="https://doi.org/10.1039/D3CC03704E">https://doi.org/10.1039/D3CC03704E</a></p> <p>Self-assembly versus complexation with polycyclic aromatic hydrocarbon (PAH) guest molecules is studied for a series of perylene bisimides (PBIs). Bulky imide substituents at the PBI guide their self-assembly into dimer aggregates with null-type exciton coupling. Host-guest titration experiments with perylene and triphenylene PAHs afford 1:1 and 1:2 complexes whose properties are studied by single crystal X-ray analysis and UV/Vis and fluorescence spectroscopy.</p>
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