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The current article presents the photobleaching properties of a group of pyrylium salts under ultrashort pulsed illumination. These pyrylium salts have the same basic chemical structure and differ only by a specific substituent. It is proven experimentally that two different mechanisms are simultaneously present to the photobleaching of all molecules studied (independently of their specific chemical structure). However, the particular parameters of each mechanism are influenced significantly by the substituent change. The experimental investigation of these parameters showed the presence of multiphoton interactions in the photobleaching of pyrylium salts depending essentially on the specific substituent.
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http://dx.doi.org/10.1021/jp053828m | DOI Listing |
Nanoscale
September 2025
Institute of Electronic Structure and Laser (IESL), Foundation for Research and Technology-Hellas (FORTH), 70013 Heraklion-Crete, Greece.
Pyrylium ion (CHO)-based salts exhibit distinctive optical properties that can be tuned by external stimuli such as temperature and pressure, making them suitable materials for various nanoscale optoelectronic applications. However, their practical use has been limited by their solid powder form, which poses challenges for integration into realistic devices. Herein, we present a low-temperature, post-melting encapsulation method for the incorporation of a 2,4,6-triphenylpyrylium chloride salt within transparent phosphate glasses containing dispersed silver nanoparticles.
View Article and Find Full Text PDFJ Org Chem
July 2025
Fakultät für Chemie und Chemische Biologie, Technische Universität Dortmund, Otto-Hahn-Str. 6, 44227 Dortmund, Germany.
The formation of dimers from radicals such as the trityl radical (Gomberg radical) has triggered a large interest into σ- and π-dimers and a detailed analysis of dispersion effects in organic chemistry. The dimerization of pyranyl radicals is considered to be a limitation for their application in photocatalysis despite the lack of detailed data on the exact structure of the dimerization products. In this study, we analyze in detail the reduction of pyrylium salts and the dimerization pathways for selected pyranyl radicals.
View Article and Find Full Text PDFOrg Lett
May 2025
Research Institute for Interdisciplinary Science, Okayama University, 3-1-1 Tsushima-Naka, Kitaku, Okayama 700-8530, Japan.
Photoredox catalysis has garnered significant attention in organic chemistry for its ability to promote chemical transformations under visible-light irradiation. To date, research on salt-based organophotoredox catalysts has mainly concentrated on the development of oxygen- and nitrogen-based catalysts such as acridinium and pyrylium salts, whereas sulfur-containing catalysts have received far less attention. Herein, we report a strongly oxidizing -butyl-substituted thiapyrylium organophotoredox catalyst (Bu-TTPP) that exhibits a high excited-state reduction potential ((C*/C) = +2.
View Article and Find Full Text PDFIn advanced photonics, there is a growing interest in piezochromic luminescent materials that exhibit multicolor switching, driven by their potential applications in optical recording, memory, and sensors. Here, the piezochromic behavior of 2,4,6-triphenylpyrylium tetrachloroferrate (Py-FeCl) under high pressures from 0 to 9 GPa is reported. The observed multicolor changing properties of Py-FeCl (yellow-orange-red-maroon-black) are found to be fully reversible upon decompression to ambient conditions.
View Article and Find Full Text PDFCommun Chem
March 2025
Department of Chemistry, BITS-Pilani, Hyderabad Campus, Jawahar Nagar, Shamirpet, Hyderabad, India.
The strong electrophilicity of arylpyrylium salts was recognized for the colorimetric detection of vital amine analytes, limited to ammonia or methylamines and putrescine as biogenic amine. This report presents conformationally twisted, electrophilic triphenylamine-linked 2,4,6-tristyrylpyrylium salt PyTPA as a single dye to sense various aliphatic/aromatic biogenic amines, nicotine, and guanidine rapidly in nanomolar concentrations. This unexplored styrylpyrylium design offers specific electronic conjugations, steric/geometric constraints with hydrophobicity, and decent thermal/photostability, facilitating precise diverse amines detection in unique fashions.
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