Theoretical analysis of the intermolecular interactions in naphthalene diimide and pyrene complexes

Abstract

Supramolecular assembly of donor-acceptor complexes as the key component in organic functional nanomaterials is a promising approach for future electronic devices. One representative example of the donor-acceptor complexes is the naphthalene diimide-pyrene (NDI-Py) system, which shows fascinating photoelectric properties. Herein, the analysis of the π-π interactions between NDI and Py has been investigated using the DFT/M06-2X and reduced density gradient methods. According to the calculations, the attractive forces for the stabilization of the NDI-Py dimer are dependent on the rotation angles, which provide physical insight into the experimental data reported by Wilson and co-workers (Langmuir, 2011, 27, 6554). Our results not only provide computational evidence for the origin of the rotation in the crystal structure of the NDI-Py but also address the role of the charge-transfer attractions in the complexes.

A novel nanostructured supramolecular hydrogel self-assembled from tetraphenylethylene-capped dipeptides

“…To get deeper insight into the self-assembly of 1, we adopted the newly discovered gradient isosurface method to visualize the intermolecular interactions of 1 in real space. [38][39][40] This approach provides a meaningful representation of van der Waals interactions, hydrogen bonds, and other weak repellent interactions. 38 The visualization of these non-covalent interactions is related to the reduced density gradient (RDG) which can be expressed as the following equation: where(r) is the electron density and that can be defined as:…”

A DFT and TDDFT investigation of interactions between 1-hydroxypyrene and aromatic amino acids

“…Most of the studies in the literature focused on intramolecular photoinduced charge transfer [43][44][45] and the number of studies on intermolecular photoinduced charge transfer is limited [21,40,43,46]. Therefore, the outcome of the work is important as it is expected to gain detailed insight about donor-acceptor systems composed of organic-biological hybrid components.…”

Peptide‐Driven Charge‐Transfer Organogels Built from Synergetic Hydrogen Bonding and Pyrene–Naphthalenediimide Donor–Acceptor Interactions

“…[19] Onlyo ne of the coassembly components was functionalized with ap eptide/amino acidi nt hese studies;h ence, the unfunctionalized chromophore simply intercalatedi nt he supramolecular polymer formed by the peptide-bearing monomer.T of ully exploit the self-assembly ability of peptides and expand the architectural diversity,b oth Da nd Ac hromophores should bear as elf-assembling peptide. [10f-h, 23] Experimental [24] and theoretical [25] studies indicate that the NDI-pyrene CT complex has the highest association constanta mong the D-A couplesp otentially applicable. [20] In this paper we report on our successful strategy for the realizationo fC Tsupramolecular gels from the coassembly of Dand A-peptidec onjugates.…”