Combined experimental and computational investigations of the fluorosolvatochromism of chromeno[4,3-b]pyridine derivatives: Effect of the methoxy substitution

Shkoor, Mohanad; Thotathil, Vandana; Al‐Zoubi, Raed M.; Su, Haw‐Lih; Bani-Yaseen, Abdulilah Dawoud

doi:10.1016/j.saa.2023.123210

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2024

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Fluorescent 5H‐Pyrano[3,2‐c]chromenes: Synthesis, Photophysical Properties and Sensing of Nucleophilic Anions

Chernov,

Panov,

Domotskaya

et al. 2024

ChemistrySelect

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We report the development of a convenient organocatalytic method for the synthesis of 5H‐pyrano[3,2‐c]chromenes from chromone‐containing acrylates and ethyl cyanoacetate. The synthesis is characterized by simple conditions (ethanol, basic catalysis) and good yields (up to 90 %). The synthesized pyrano[3,2‐c]chromenes are a promising new class of fluorescent compounds. They have intense fluorescence in the yellow‐green region of the spectrum (495–554 nm) with high quantum yields (up to 72 %) and exhibit large Stokes shifts (3514–5856 cm−1). We have demonstrated the possible application of the obtained pyrano[3,2‐c]chromenes as selective “turn‐off” sensors for nucleophilic anions, such as cyanide, sulfide and sulfite.

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