Angewandte Chemie International Edition· 2026Q1
Synthesis of a Stable Crystalline Dibenzopentacene Triplet Diradical via a Protection–Oxidation–Protection Strategy
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- 2026year
Short summary
Researchers successfully synthesized and isolated a stable crystalline derivative of dibenzopentacene (DP) with a triplet ground state, a molecule sought for over 60 years, using a novel protection–oxidation–protection (POP) strategy.
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Key points
- A stable crystalline dibenzopentacene (DP) derivative with a triplet ground state was synthesized for the first time.
- The synthesis utilized a novel protection–oxidation–protection (POP) strategy.
- X-ray diffraction showed a twisted helical geometry, and magnetic measurements confirmed the triplet ground state.
- Pulsed-EPR spectroscopy recorded long spin relaxation times (T1 = 3.58 ms, Tm = 0.49 µs at 70 K).
- Electrochemical studies identified a unique four-stage redox profile.
AI-generated from the title and abstract; the full text is not read.
Abstract
ABSTRACT The synthesis of triplet‐ground‐state 1,14:11,12‐dibenzopentacene (DP) has been sought after for over 60 years, but the isolation of stable derivatives in crystalline form has been unsuccessful. Herein, we report the synthesis and first single‐crystal isolation of a stable DP derivative via a protection–oxidation–protection (POP) strategy. X‐ray diffraction analysis reveals a twisted helical geometry, while variable‐temperature electron paramagnetic resonance (EPR) and magnetic susceptibility measurements confirm its triplet ground state. Pulsed‐EPR spectroscopy yields long spin‐lattice ( T 1 ) and spin‐spin ( T m ) relaxation times of 3.58 ms and 0.49 µs at 70 K, respectively. Furthermore, electrochemical investigations unveil a unique four‐stage redox profile. This work demonstrates that the POP strategy can provide synthetic access to triplet‐ground‐state DP diradical.
The authors' abstract, as published at the source. Angewandte Chemie International Edition, 2026 · DOI ↗
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Field: Organic Chemistry
Organic ChemistryChemistry