Functionalization of BODIPY Dyes with Additional C–N Double Bonds and Their Applications

Ilhan, Huriye; Cakmak, Yusuf

doi:10.1007/s41061-023-00438-5

Cited by 3 publications

(1 citation statement)

References 77 publications

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“…This produced the corresponding BODIPY- O -methyl oximes 9a–c in good yields (81%, 84%, and 74%, respectively). 43 Compounds 9a and 9b were obtained as single stereoisomers while 9c exhibited a 6 : 1 mixture of isomers at the oxime double bond, as determined by 1 H-NMR spectroscopy.…”

Section: Resultsmentioning

confidence: 91%

Chemoselective reaction of methoxyaminomethyl BODIPYs with unprotected carbohydrates: a powerful tool for accessing BODIPY neoglycosides

Gómez,

García-Fernández,

Santana

et al. 2024

Org. Chem. Front.

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Section: Resultsmentioning

confidence: 91%

Chemoselective reaction of methoxyaminomethyl BODIPYs with unprotected carbohydrates: a powerful tool for accessing BODIPY neoglycosides

Gómez,

García-Fernández,

Santana

et al. 2024

Org. Chem. Front.

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Synthesis, Photophysical, and AIE Properties of 2H-Imidazole-Derived Push-Pull Fluorophores

Varaksin,

Chupakhin,

Lavrinchenko

et al. 2024

Synthesis

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A four-stage method for the synthesis of 2H-imidazole-derived push-pull fluorophores was developed. The synthesized compounds are characterized by absorption in the range of 250–400 nm, emission of up to 617 nm, and quantum yields of up to 99%. Compounds bearing a tetraphenylethylene fragment demonstrated the AIE effect in a solution with a water fraction fw >90% and significant increase in the emission intensity of up to 20 times and quantum yields of up to 22%. The ICT states for these fluorophores were confirmed by calculating the excited state dipole moments (>23D). The reported synthetic method enables fine-tuning of the fluorescent properties for the developed photoactive molecular systems by varying donor fragments. The obtained compounds could be of particular interest in the design of photoactive organic and hybrid materials.

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Multicomponent Synthesis of New Fluorescent Boron Complexes Derived from 3-Hydroxy-1-phenyl-1H-pyrazole-4-carbaldehyde

Savickienė,

Bieliauskas,

Belyakov

et al. 2024

Molecules

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Novel fluorescent pyrazole-containing boron (III) complexes were synthesized employing a one-pot three-component reaction of 3-hydroxy-1-phenyl-1H-pyrazole-4-carbaldehyde, 2-aminobenzenecarboxylic acids, and boronic acids. The structures of the novel heterocyclic compounds were confirmed using 1H-, 13C-, 15N-, 19F-, and 11B-NMR, IR spectroscopy, HRMS, and single-crystal X-ray diffraction data. The photophysical properties of the obtained iminoboronates were investigated using spectroscopic techniques, such as UV–vis and fluorescence spectroscopies. Compounds display main UV–vis absorption maxima in the blue region, and fluorescence emission maxima are observed in the green region of the visible spectrum. It was revealed that compounds exhibit fluorescence quantum yield up to 4.3% in different solvents and demonstrate an aggregation-induced emission enhancement effect in mixed THF–water solutions.

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Functionalization of BODIPY Dyes with Additional C–N Double Bonds and Their Applications

Cited by 3 publications

References 77 publications

Chemoselective reaction of methoxyaminomethyl BODIPYs with unprotected carbohydrates: a powerful tool for accessing BODIPY neoglycosides

Chemoselective reaction of methoxyaminomethyl BODIPYs with unprotected carbohydrates: a powerful tool for accessing BODIPY neoglycosides

Synthesis, Photophysical, and AIE Properties of 2H-Imidazole-Derived Push-Pull Fluorophores

Multicomponent Synthesis of New Fluorescent Boron Complexes Derived from 3-Hydroxy-1-phenyl-1H-pyrazole-4-carbaldehyde

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