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One‐Pot Synthesis and Photophysical Studies of Dihydropyrimidinone‐Based Dyes: Novel Violet‐Blue Light Emitting Fluorophores
Author(s) -
Matta Akanksha,
Gupta Mohit,
Kumar Yogesh,
Taniike Toshiaki,
Van der Eycken Johan,
Singh Brajendra K.
Publication year - 2018
Publication title -
chemistryselect
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.437
H-Index - 34
ISSN - 2365-6549
DOI - 10.1002/slct.201802199
Subject(s) - fluorescence , photochemistry , density functional theory , coumarin , acceptor , chemistry , tandem , visible spectrum , oled , proton nmr , mass spectrometry , combinatorial chemistry , materials science , organic chemistry , computational chemistry , optoelectronics , chromatography , physics , layer (electronics) , quantum mechanics , composite material , condensed matter physics
A one‐pot, four‐component methodology have been developed for the synthesis of coumarin‐linked triazolyl‐dihydropyrimidinones (DHPM). The Biginelli reaction was combined with the click reaction for the first time in a sequential multicomponent tandem reaction approach. A series of ten such compounds have been synthesised and examined for their fluorescent properties. These were found to emit violet‐blue light in the visible region of the spectrum with very high Stoke's shift values. The compounds have demonstrated high quantum yields which makes them attractive targets for their utilization as new fluorescent probes. The electronic structure of these coumarin‐based donor–π–acceptor (D–π–A)‐type organic dyes have been studied by Density Functional Theory (DFT). Thermal analysis of few of the compounds show that they are stable up to temperature range of 0–290 °C. The synthesised compounds have been characterised by NMR and mass spectrometry.