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Novel Photoacid Generators Derived From Allomaltol Containing Terarylenes With 2‐Aminooxazole Fragment Full article

Journal Journal of Heterocyclic Chemistry
ISSN: 0022-152X , E-ISSN: 1943-5193
Output data Year: 2025, DOI: 10.1002/jhet.70157
Authors Migulin Alexander V. 1 , Milyutin Constantine V. 1 , Komogortsev Andrey N. 1
Affiliations
1 N. D. Zelinsky Institute of Organic Chemistry Russian Academy of Sciences Moscow Russia

Abstract: In this work, we report a new series of efficient neutral photoacid generators (PAGs) based on terarylenes with 2-aminooxazole bridge fragment. These compounds are readily obtained through a straightforward two-step approach starting from allomaltol. Wherein, the presence of a hydroxyl group of allomaltol in the terarylene framework enables facile modification with the residues of various acids. It was shown that upon UV-irradiation such acylated products undergo 6π-electrocyclization, giving rise to novel polycyclic aromatic compounds with simultaneous release of the corresponding acids. The regiospecificity of investigated process was confirmed by 1H NMR monitoring. UV–vis absorption and fluorescence studies revealed a strong emission of the acylated precursors and a pronounced decrease in fluorescence upon photoconversion. The developed photoacid generators combine thermal stability, simple preparation procedure with a minimum number of synthetic stages, and effective acid release, which makes them promising for practical applications.
Cite: Migulin A.V. , Milyutin C.V. , Komogortsev A.N.
Novel Photoacid Generators Derived From Allomaltol Containing Terarylenes With 2‐Aminooxazole Fragment
Journal of Heterocyclic Chemistry. 2025. DOI: 10.1002/jhet.70157 WOS Scopus OpenAlex
Identifiers:
Web of science: WOS:001650622600001
Scopus: 2-s2.0-105026317838
OpenAlex: W7117597497
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