N,O-bidentate BF2-enaminone complexes: Synthesis, electronic structure, photophysical properties, and biological behaviour

Motverov, Maxim V.; Lugovik, Kseniya I.; Vataru, Galina V.; Минин, Артем С.; Поздина, Варвара А.; Слепухин, П. А.; Benassi, Enrico; Belskaya, Nataliya P.

doi:10.1016/j.dyepig.2022.110848

Cited by 6 publications

(1 citation statement)

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“…[4][5][6][7] Furthermore, it is also well established that the BF 2 complex of prodigiosin derivatives is a very useful dye for biological applications. 8,9 BF 2 complexes of dipyrrin (BODIPYs) and a-pyrrolyl dipyrrin (3-pyrrolyl BODIPYs) can act as precursors for the synthesis of innovative ligands such as dipyrrins and a-pyrrolyl dipyrrins by removing the BF 2 unit in the presence of Lewis acids 10 and such ligands can be used for metal coordination chemistry and also as building blocks or templates for the construction of advanced materials, including metal-organic frameworks (MOFs), 11 coordination polymers, 12 and molecular assemblies. 13 However, the synthesis of the BF 2 complex of a-pyrrolyl dipyrrin has not been thoroughly explored in previous studies due to the inaccessibility of a-pyrrolyl dipyrrin ligands.…”

Section: Introductionmentioning

confidence: 99%

Synthesis and properties of covalently linked phenyl bridged 3-pyrrolyl BODIPY–BODIPY dyads

Sarkar,

Behera,

Tumsare

et al. 2024

New J. Chem.

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Section: Introductionmentioning

confidence: 99%

Synthesis and properties of covalently linked phenyl bridged 3-pyrrolyl BODIPY–BODIPY dyads

Sarkar,

Behera,

Tumsare

et al. 2024

New J. Chem.

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Investigating Metastable Gelation Behavior of Coumarin‐Derived β‐Enaminone‐Boron Difluoride Complexes

Manjappa,

Saravanan,

Yang

2024

Asian J Org Chem

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Gelation behavior was unearthed while investigating the photophysical properties of β‐enaminones and their difluoroboron complexes. To perform a systematic investigation, a library of β‐enaminone’s difluoroboron complexes was prepared to examine their gelation behavior in organic solvents. Among the prepared compounds, the N‐butyl amine‐substituted β‐enamino diketone was found to exhibit metastable gelation properties in a mixed solvent system (methylene chloride and hexane). Our studies suggest that the presence of N‐butylamine moiety along with N,N‐dimethylamino substituent at difluoroboron enaminones is indispensable in imparting the metastable gelation behavior.

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Blue‐to‐Red‐Emissive Star‐Shaped Boranils

Bai,

Nipate,

Malakalapalli

2023

ChemistrySelect

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Intriguing luminescent properties of boranil complexes have gained a prominence. Here, we report the synthesis and optical properties of star‐shaped boranil complexes. The strategy involves one‐step synthesis by a simple mixing triformylphloroglucinol with various aromatic amines in the presence of diisopropylethyl amine (DIPEA), and the complexing reagent of BF3⋅Et2O in chloroform at 80 °C for 24 hours. The complexes are obtained in good yields (60–85 %). These boranil complexes have strong fluorescence in both solution (λmax=466–605 nm) and solid (λmax=612–659 nm) states, with the fluorescence quantum yields varying from 1.5–57 % in chloroform. The emission color of the complexes has been tuned from blue to red by varying the aryl‐substituents in the complexes. Further understanding of the optical and electronic properties is obtained theoretically using DFT computations.

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N,O-bidentate BF2-enaminone complexes: Synthesis, electronic structure, photophysical properties, and biological behaviour

Cited by 6 publications

References 53 publications

Synthesis and properties of covalently linked phenyl bridged 3-pyrrolyl BODIPY–BODIPY dyads

Synthesis and properties of covalently linked phenyl bridged 3-pyrrolyl BODIPY–BODIPY dyads

Investigating Metastable Gelation Behavior of Coumarin‐Derived β‐Enaminone‐Boron Difluoride Complexes

Blue‐to‐Red‐Emissive Star‐Shaped Boranils

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