Delius Lab

@mvdelius.bsky.social

Supramolecular chemistry, dynamic covalent networks and functional materials

Our democratically elected #paperofthemonth is Li's "Precise Synthesis of Pyrene-Based Molecular Nanocarbons Driven by Dehydro-Diels–Alder Reactions". Impressive method with super impressive scope! #chemsky pubs.acs.org/doi/10.1021/...

Precise Synthesis of Pyrene-Based Molecular Nanocarbons Driven by Dehydro-Diels–Alder Reactions

Molecular nanocarbons are critical bridges between small polycyclic aromatic hydrocarbons and extended graphene lattices, driving advances across materials science, optoelectronics, and quantum technologies. However, the atomically precise synthesis of such systems, particularly those featuring K-region and cove-type topologies, remains an enduring challenge. Here, we present a de novo modular strategy that overcomes this constraint by directing K-region growth via annulation of preorganized aryl acetylnaphthalene precursors with acetylenedicarboxylate. The strategy mirrors the hierarchical construction of pyrene by formally inserting naphthalene fragments into spatially defined molecular scaffolds. This method integrates Suzuki–Miyaura coupling with a Zn(OTf)2-catalyzed cascade comprising Friedel–Crafts alkylation, dehydro-Diels–Alder cycloaddition, and dehydrogenative aromatization. The platform affords structurally diverse pyrene-based molecular nanocarbons with programmable control over topology and dimensionality, spanning linear, contorted, and three-dimensional π-architectures. These results establish a generalizable blueprint for bottom-up synthesis of complex carbon-rich architectures with atomic precision.

pubs.acs.org

Congrats to PhD #12 from our lab! With his work on elaborate, mechanically interlocked C60/[10]CPP constructs, Fabian Steudel has earned the nickname "Mr. milligram" in our lab. Now, "Dr. milligram" will continue postdoctoral studies with Akimitsu Narita in Japan.

Congratulations to Andreas Englert, PhD #11 from our lab! Andreas relentlessly pushed organophosphates out of equilibrium for 3 years and landed a job at BioNTech. 👏🍾