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An Atomically Dispersed Photocatalyst for Undirected para‐Selective C–H bond Functionalizations

Title data

Pradhan, Suman ; Hu, Jun ; Ren, Peng ; Qin, Yuman ; Jain, Noopur ; Monti, Susanna ; Barcaro, Giovanni ; Jaworski, Aleksander ; Dai, Xingchao ; Rabeah, Jabor ; Silvestre-Albero, Joaquin ; Celorrio, Veronica ; Rokicińska, Anna ; Kuśtrowski, Piotr ; Van Aert, Sandra ; Bals, Sara ; Das, Shoubhik:
An Atomically Dispersed Photocatalyst for Undirected para‐Selective C–H bond Functionalizations.
In: Angewandte Chemie International Edition. (2025) . - e202508512.
ISSN 1521-3773
DOI: https://doi.org/10.1002/anie.202508512

Abstract in another language

Regioselective C–H bond functionalization is pivotal in modern scientific exploration, offering solutions for achieving novel synthetic methodologies and pharmaceutical development. In this aspect, achieving exceptional regioselective functionalization, like para-selective products in electron-poor aromatics, diverges from traditional methods. Leveraging the advantages of atomically dispersed photocatalysts, we designed a robust photocatalyst for an unconventional regioselective aromatic C–H bond functionalization. This innovation enabled para-selective trifluoromethylations of electron-deficient meta-directing aromatics (-NO2, -CF3, -CN, etc.), which is entirely orthogonal to the traditional approaches. Mechanistic experiments and DFT analysis confirmed the interaction between Cu-atom and the aromatic substrate, alongside the photocatalyst's molecular arrangement, driving selective exposure of the para-selective functionalization. This strategic approach elucidated pathways for precise molecular transformations, advancing the frontier of regioselective C–H bond functionalization by using atomically dispersed photocatalysts in organic synthesis.

Further data

Item Type: Article in a journal
Refereed: Yes
Institutions of the University: Faculties > Faculty of Biology, Chemistry and Earth Sciences > Department of Chemistry
Faculties > Faculty of Biology, Chemistry and Earth Sciences > Department of Chemistry > Chair Organic Chemistry I - Photo- und Elektrokatalyse für Nachhaltigkeit > Chair Organic Chemistry I - Photo- und Elektrokatalyse für Nachhaltigkeit - Univ.-Prof. Dr. Shoubhik Das
Result of work at the UBT: Yes
DDC Subjects: 500 Science > 540 Chemistry
Date Deposited: 24 Jun 2025 11:22
Last Modified: 24 Jun 2025 11:22
URI: https://eref.uni-bayreuth.de/id/eprint/93966