Electronic Effect‐Controlled Visible‐Light‐Driven Tetra‐Arylation of p ‐Benzoquinone Using a Phenalenyl–Pyrene Hybrid Photocatalyst
A phenalenyl–pyrene hybrid system is presented here as an effective photocatalyst for the direct C(sp 2 )─H arylation of p ‐benzoquinone under visible light. This process yields a range of biologically and optically relevant redox‐active tetra‐arylated‐ p ‐benzoquinones, utilizing aryl diazonium salts as radical sources. Additionally, the catalyst facilitates the conversion of tetra‐arylated‐ p ‐benzoquinones into dibenzofuran‐type molecules through intramolecular O─C coupling when aryl groups contain powerful inductive withdrawing groups. This study also provides mechanistic insights into the catalytic reaction and the structural characteristics of the synthesized tetra‐arylated products.
Authors
- Hari Sankar Das (ORCID: https://orcid.org/0000-0003-0036-0244)
- Bhaskar Biswas (ORCID: https://orcid.org/0000-0002-5447-9729)
- Rituparna Dutta
- Chandra Shekhar Purohit (ORCID: https://orcid.org/0000-0002-2414-7635)
- Suraj Kumar Agrawalla (ORCID: https://orcid.org/0009-0001-9109-6866)
- Sabnam Azmi (ORCID: https://orcid.org/0009-0003-9301-9076)
- Sourabh Pal
- Sandip Sarkar
- Asik Ikbal (ORCID: https://orcid.org/0009-0006-6613-0360)
Institutions
- Indian Institute of Science Education and Research Kolkata (IN)
- National Institute of Science Education and Research (IN)
- Jadavpur University (IN)
- SRM University, Andhra Pradesh (IN)
- Andhra Pradesh Forest Department (IN)
- North Bengal University (IN)
Publication Details
- Journal
- European Journal of Organic Chemistry
- Published
- 2026-10-15
- DOI
- https://doi.org/10.1002/ejoc.70915
- Primary Topic
- Radical Photochemical Reactions
- Type
- article
- Field-Weighted Citation Impact
- 0.00
Funders
- Science and Engineering Research Board