Fluorine-Containing Furan-3(2Н)-Ones in Reactions with Binucleophiles: CF3vs C2F5

Kudyakova, Yulia S.; Onoprienko, Aleksandra Ya.; Слепухин, П. А.; Burgart, Yanina V.; Салоутин, В. И.; Bazhin, D. N.

doi:10.1007/s10593-019-02488-4

Cited by 10 publications

(5 citation statements)

References 31 publications

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“…Moreover, the corresponding enone 283 under analogous conditions provided C 2 F 5 -substituted pyrazole 284 in 66% yield. 126 In 2019, Izquierdo demonstrated that trifluoromethylsubstituted chromenone 285 reacted with hydrazine to give pyrazole 286 (Scheme 47). 127 The next year, Li and Zhang also performed the same transformation with difluoromethylsubstituted chromenone 287 to obtain difluoromethylated pyrazole 288 (Scheme 47).…”

Section: Condensation Of 13-dicarbonyl Equivalentsmentioning

confidence: 99%

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Fluorinated Pyrazoles: From Synthesis to Applications

2020

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Fluorinated pyrazoles play an important role in medicinal chemistry, drug discovery, agrochemistry, coordination chemistry, and organometallic chemistry. Since the early 1990s, their popularity has grown exponentially. Moreover, more than 50% of all contributions on the topic have been published in the last 5 years. In this review, analysis of novel synthetic approaches to fluorinated pyrazoles that appeared in recent years is performed. A particular emphasis is devoted to a detailed consideration of reaction mechanisms. In addition, the reasons that have led to the ever-increasing popularity of fluorinated pyrazoles in various areas of science are discussed. At the end of the review, several potentially interesting but yet mostly unknown classes of fluorinated pyrazoles are outlined.

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Section: Condensation Of 13-dicarbonyl Equivalentsmentioning

confidence: 99%

“… , In that project, the authors showed that the reaction of compound 281 with an excess of hydrazine hydrate gave pyrazole-containing hydrazone 282 in 72% yield. Moreover, the corresponding enone 283 under analogous conditions provided C 2 F 5 -substituted pyrazole 284 in 66% yield …”

Section: Preparation Of Fluoroalkyl-substituted Pyrazolesmentioning

confidence: 99%

Fluorinated Pyrazoles: From Synthesis to Applications

2020

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“…Therefore, both variations of Li and diketonate substituents affect the [DyO 8 ] local symmetry as a result of modified crystal packing, and the greater correspondence to the ideal TDD-8 shape of the Dy III polyhedron does not promote SIM behavior of the complex, whereas the square antiprismatic coordination environment is more favorable for higher thermal barrier U eff . The lithium β-diketonates (L 1 , L 2 , L 3 , L 4 ) were synthesized according to the previously reported procedures [77][78][79][80].…”

Section: Magnetic Propertiesmentioning

confidence: 99%

Perfluoroalkyl Chain Length Effect on Crystal Packing and [LnO8] Coordination Geometry in Lanthanide-Lithium β-Diketonates: Luminescence and Single-Ion Magnet Behavior

Smirnova

Edilova

Кискин

et al. 2023

IJMS

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Functionalized perfluoroalkyl lithium β-diketonates (LiL) react with lanthanide(III) salts (Ln = Eu, Gd, Tb, Dy) in methanol to give heterobimetallic Ln-Li complexes of general formula [(LnL3)(LiL)(MeOH)]. The length of fluoroalkyl substituent in ligand was found to affect the crystal packing of complexes. Photoluminescent and magnetic properties of heterobimetallic β-diketonates in the solid state are reported. The effect of the geometry of the [LnO8] coordination environment of heterometallic β-diketonates on the luminescent properties (quantum yields, phosphorescence lifetimes for Eu, Tb, Dy complexes) and single-ion magnet behavior (Ueff for Dy complexes) is revealed.

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“…For this purpose, a commercially available 2,3-butanedione (5) was used, in which one of the carbonyl groups can be easily transformed into an acetal fragment (Scheme 3). Further Claisen condensation of the obtained functional ketone (6) with fluorinated esters gave the acetal-containing lithium β-diketonates LiL [60,61]. The resulting lithium derivatives are easy to isolate in a pure form; they are stable and can be stored under normal conditions.…”

Section: The Synthesis Of Fluorinated Ligands Containing the β-Dicarb...mentioning

confidence: 99%

Heterometallic Molecular Architectures Based on Fluorinated β-Diketone Ligands

et al. 2022

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This review summarizes the data on the synthesis of coordination compounds containing two or more different metal ions based on fluorinated β-diketonates. Heterometallic systems are of high interest in terms of their potential use in catalysis, medicine and diagnostics, as well as in the development of effective sensor devices and functional materials. Having a rich history in coordination chemistry, fluorinated β-diketones are well-known ligands generating a wide variety of heterometallic complexes. In this context, we focused on both the synthetic approaches to β-dicarbonyl ligands with additional coordination centers and their possible transformations in complexation reactions. The review describes bi- and polynuclear structures in which β-diketones are the key building blocks in the formation of a heterometallic framework, including the examples of both homo- and heteroleptic complexes.

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Fluorine-Containing Furan-3(2Н)-Ones in Reactions with Binucleophiles: CF3vs C2F5

Cited by 10 publications

References 31 publications

Fluorinated Pyrazoles: From Synthesis to Applications

Fluorinated Pyrazoles: From Synthesis to Applications

Perfluoroalkyl Chain Length Effect on Crystal Packing and [LnO8] Coordination Geometry in Lanthanide-Lithium β-Diketonates: Luminescence and Single-Ion Magnet Behavior

Heterometallic Molecular Architectures Based on Fluorinated β-Diketone Ligands

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