Sequence-complementarity dependent co-assembly of phosphodiester-linked aromatic donor-acceptor trimers

Development of the interplay between monomer sequence and supramolecular chemistry is critical if chemistry is to recapitulate the properties of proteins and nucleic acids in the synthetic world. We have created sequenced trimers of aromatic donor/acceptor units which participate in charge-transfer interactions, linked by phosphodiesters. Each sequence displays its own characteristic self-assembly, and moreover complementary sequences interact with each other to produce new nanostructures and emergent thermochromism. This finding paves the way towards new functional nanomaterials which make bio-analogous use of sequence to tune structure.

Poly(dimethylsiloxane) and oligo(dimethylsiloxane) solvent effects on aromatic donor–acceptor interactions

Dimethylsiloxane solvents strengthened the donor–acceptor interactions between pyrene and pyromellitic diimide derivatives and were compared with aliphatic solvents.

Structure-Activity Relationship of Dicoumarol Derivatives as anti- Staphylococcus aureus (Staph Infection) Agents

<P>Introduction: Staph infection, caused by a bacterium known as Staphylococcus aureus, results in a range of diseases from cellulitis to meningitis. Dicoumarol compounds are now emerging as new anti-Staph infection agents as they possess a different chemical structure than compounds used in previous treatments, in order to combat antibiotic-resistant strains. However, it is unclear how such chemical modulations to the dicoumarol backbone structure achieve higher drug performance. Methods: The following review analyzed various quantitative structure-activity relationship (QSAR) studies on dicoumarol compounds and compared them against the corresponding minimum inhibitory concentration and binding affinity values. Results: Compared to the antimicrobial activity, the dicoumarol derivatives with electron withdrawing substituents, CL, NO2, and CF3 showed an inverse correlation; whereas, the opposite was observed with electron donating compounds such as OH, OMe, and amine groups. Based on the interactions of dicoumarol at the active site, an “aromatic donor-acceptor” relationship was proposed as the method of action for this drug. Furthermore, substituent positioning on the benzene ring was found to exert a greater effect on the binding affinity, speculating that the mechanism of action is two characteristics based, needing, both, the proper aromatic pi-pi interaction for stabilization and direct binding to the OH group in the Tyrosine residue, affected by the steric hindrance. Conclusion: This foundational review can enhance productivity sought by the pharmaceutical agency to use combinational chemistry to increase the efficiency to discover new hits in the synthesis of dicoumarol drugs against Staph infection.</P>

Aromatic donor–acceptor interaction promoted catalyst assemblies for hydrolytic kinetic resolution of epichlorohydrin

The catalyst activity of bis-acceptor functionalized Co(iii)–salen in hydrolytic kinetic resolution can be fine-tuned by introducing a proper donor compound.

Mechanical properties of supramolecular polymeric materials cross-linked by donor–acceptor interactions

We prepare a tough elastomer with aromatic donor and acceptor molecules introduced on the same polymer side chain.

Substituent effects in solid-state assembly of activated benzotriazoles

Aromatic donor–acceptor stacking involving electron-rich π-donors and electron-deficient π-acceptors has been utilized in a broad spectrum of diverse applications to great effect.