Pd(II)-Catalyzed intramolecular diarylation of alkynes via dual C-H activation: modular access to azafulvalene-based bis(polycyclic) aromatic enes

Tienan Jin; Sho AIDA; Takuma Sato; Masahiro Terada

doi:10.1039/d5qo01688f

January 1, 2026Organic Chemistry FrontiersOpen Access

Pd(II)-Catalyzed intramolecular diarylation of alkynes via dual C-H activation: modular access to azafulvalene-based bis(polycyclic) aromatic enes

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Key Points

To investigate a Palladium(II)-catalyzed approach for the synthesis of azafulvalene-based bis(polycyclic) aromatic enes through intramolecular diarylation.
Utilized Pd(II) as a catalyst for C-H activation.
Converted alkynes through a dual activation mechanism.
Synthesize compounds featuring heteroatoms in the aromatic structure.
Successfully created bis(polycyclic) aromatic enes with enhanced electronic properties.
Notable yields achieved in the diarylation process.
Demonstrated tunable π-conjugation in the resultant azafulvalenes.

Implication

Demonstrates a method for synthesizing heteroatom-containing bis(polycyclic) aromatic enes, suggesting new pathways for electronic property tuning.

Abstract

Bis(polycyclic) aromatic enes (BPAEs), comprising two polyaromatic units bridged by an ethylenic linker, exhibit distinctive electronic properties, yet heteroatom-containing analogues like azafulvalenes remain scarcely explored despite their tunable π-conjugation and...

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Cite This Study

Jin et al. (2026) studied this question.

synapsesocial.com/papers/698ebf6985a1ff6a93016d52 https://doi.org/10.1039/d5qo01688f

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Pd(II)-Catalyzed intramolecular diarylation of alkynes via dual C-H activation: modular access to azafulvalene-based bis(polycyclic) aromatic enes

Key Points

Implication

Abstract

Discussion

Cite This Study

Pd(II)-Catalyzed intramolecular diarylation of alkynes via dual C-H activation: modular access to azafulvalene-based bis(polycyclic) aromatic enes

Key Points

Implication

Abstract

Discussion

Cite This Study

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