Copper-Catalysed Perarylation of Cyclopentadiene: Synthesis of Hexaarylcyclopentadienes
Claire Kammerer presents the perarylation of cyclopentadiene through copper catalysis.
Silacyclopentadienes (siloles) have attracted the attention of the scientific community for decades, for their remarkable electronic properties coupled with excellent photo- and electroluminescence. Particularly, in line with their propeller shape, polyarylsilacyclopentadienes exhibit Aggregation-Induced Emission (AIE) leading to widespread applications as materials in high-performance OLEDs, chemosensors for analyte detection, biological probes, and smart materials. The parent hydrocarbon-based polyarylcyclopentadienes ArnH(6−n)Cp also display AIE activity up to pentasubstituted derivatives (n = 3–5), but strikingly hexaarylcyclopentadienes (n = 6) had never been investigated up to now, despite their structural similarity with the archetypal AIE luminogen hexaphenylsilole. In this recent article, the group of Professors Gwénaël Rapenne and Dr. Claire Kammerer at the University of Toulouse and CEMES-CNRS (France) introduced a groundbreaking method for the synthesis of hexaarylcyclopentadienes in a single step, relying on the copper-catalysed direct perarylation of cyclopentadiene.
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