Research output: Contribution to journal › Article › peer-review
Fluorescent 5H-Pyrano[3,2-c]chromenes: Synthesis, Photophysical Properties and Sensing of Nucleophilic Anions. / Chernov, Nikita M.; Панов, Максим Сергеевич; Domotskaya, Mariya Yu. ; Spiridonova, Dar'ya V.; Chistyi, Leonid S. ; Shutov, Roman V.; Nikolaev, Dmitrii M. ; Ryazantsev, Mikhail N. ; Yakovlev, Igor P.
In: ChemistrySelect, Vol. 9, No. 4, e202304580, 26.01.2024.Research output: Contribution to journal › Article › peer-review
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TY - JOUR
T1 - Fluorescent 5H-Pyrano[3,2-c]chromenes: Synthesis, Photophysical Properties and Sensing of Nucleophilic Anions
AU - Chernov, Nikita M.
AU - Панов, Максим Сергеевич
AU - Domotskaya, Mariya Yu.
AU - Spiridonova, Dar'ya V.
AU - Chistyi, Leonid S.
AU - Shutov, Roman V.
AU - Nikolaev, Dmitrii M.
AU - Ryazantsev, Mikhail N.
AU - Yakovlev, Igor P.
PY - 2024/1/26
Y1 - 2024/1/26
N2 - 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.
AB - 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.
KW - chromones
KW - cyclization
KW - fluorescence
KW - heterocycles
KW - sensors
UR - https://www.mendeley.com/catalogue/16e3f197-4582-303b-89ed-c7308a2dd5a6/
U2 - 10.1002/slct.202304580
DO - 10.1002/slct.202304580
M3 - Article
VL - 9
JO - ChemistrySelect
JF - ChemistrySelect
SN - 2365-6549
IS - 4
M1 - e202304580
ER -
ID: 121095750