ACMIN Seminar: „Donor–Acceptor Oligopyrroles and Beyond. Functional Aromatics via Naphthalimide Fusion”

It is our pleasure to invite you to attend the ACMiN Seminar which will be held on Thursday, December 1 at 2.00 p.m. in the ACMiN auditorium no.: 1.02A, on the second floor, bldg. D-16 (Kawiory Street 30).

The lecture entitled: „Donor–Acceptor Oligopyrroles and Beyond. Functional Aromatics via Naphthalimide Fusion” will be given by prof. dr hab. Marcin Stępień (University of Wrocław, Faculty of Chemistry, Wrocław, Poland).

Abstract:
Systematic tuning of electronic energy gaps in organic molecules can be achieved by homologation (oligomerization) of linear π-conjugated motifs, by ring expansion of π-conjugated macrocycles, and by extension of fused ring systems in two dimensions. A complementary approach relies on combining donor and acceptor (D–A) moieties, with diverse recent applications in small-molecule and polymer chemistry. The D–A paradigm is particularly suitable for the development of tunable building blocks, which can be constructed by judicious merging of existing electron-deficient and electron-rich motifs. A simple and potentially productive design of such a hybrid structure is achieved by combining naphthalenemonoimide (NMI, red) and pyrrole (blue), as shown below.
We will discuss the application of these and similar pyrroles as building blocks for the synthesis of diverse polycyclic aromatics, including macrocycles, heteroatom-doped nanocarbons, and small-molecule dyes. These systems reveal rich redox chemistry, spanning multiple oxidation levels, tunable optical signatures extending into the near infrared, and an ability to form complex supramolecular assemblies. We will also discuss our attempts to extend the concept of NMI fusion to non-pyrrolic heterocycles and carbocycles.