Crystal structure of 2-oxo-2<i>H</i>-chromen-7-yl 4-fluorobenzoate

Abou, Akoun; Yoda, Jules; Djandé, Abdoulaye; Coussan, S.; Zoueu, T. Jérémie

doi:10.1107/s205698901800614x

Cited by 2 publications

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References 24 publications

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“…Their geometrical parameters are compiled in Tables S2 and S3. All the bond lengths and angles are in concordance with those found in literature [36,[40][41][42].…”

Section: Interactions Established Between Aromatic Ring O-h•••o Hydrogen Bonds and C-h•••o-type Contactssupporting

confidence: 90%

Structural Characterization of Mono and Dihydroxylated Umbelliferone Derivatives

et al. 2020

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Coumarin derivatives are a class of compounds with a pronounced wide range of applications, especially in biological activities, in the medicine, pharmacology, cosmetics, coatings and food industry. Their potential applications are highly dependent on the nature of the substituents attached to their nucleus. These substituents modulate their photochemical and photophysical properties, as well as their interactions in their crystalline form, which largely determines the final field of application. Therefore, in this work a series of mono and dihydroxylated coumarin derivatives with different chemical substituents were synthesized and characterized by UV-Visible spectroscopy, thermal analysis (differential scanning calorimetry (DSC) and TGA), 1H NMR and X-Ray Diffraction to identify limitations and possibilities as a function of the molecular structure for expanding their applications in polymer science.

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“…Their geometrical parameters are compiled in Tables S2 and S3. All the bond lengths and angles are in concordance with those found in literature [36,[40][41][42].…”

Section: Interactions Established Between Aromatic Ring O-h•••o Hydrogen Bonds and C-h•••o-type Contactssupporting

confidence: 90%

Structural Characterization of Mono and Dihydroxylated Umbelliferone Derivatives

et al. 2020

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“…These types of compounds are usually in the form of crystals. This is the case for carboxylates of 4-hydroxycoumarin [40][41][42] and 7-hydroxycoumarin [43][44][45][46]. In the case of 3-hydroxycoumarin, the crystalline structure has been established for compounds 30b, 30c, 30d, 30e, 30g, 30j, 30h [6][7][47][48][49][50][51].…”

Section: Synthesis Of 3-coumarinyl Carboxylatesmentioning

confidence: 99%

Overview of Recent Advances in 3-Hydroxycoumarin Chemistry as a Bioactive Heterocyclic Compound

Yoda¹

2020

AJHC

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Coumarins or benzo-2-pyrone derivatives are one of the most significant families of natural compounds and are also important in synthetic organic chemistry. They have been widely used as starting materials or precursor molecules in the pharmaceutical, perfumery and agrochemical industries, etc. Hydroxycoumarins are an important class of coumarin compounds that possess several physical, chemical and biological properties. Among the hydroxycoumarins, 3-hydroxycoumarin seems to be the most important because of its numerous chemical, photochemical and biological properties. However, this compound remains less well known compared to others of the same class such as 7-hydroxycoumarin and 4-hydroxycoumarin. This study is therefore devoted to 3-hydroxycoumarin and its applications. The main purpose of this review is to summarize and document the recent advances on 3-hydroxycoumarin, concerning the main routes of its synthesis, its reactivity, its applications in different fields of biology. Several methods for the synthesis of 3-hydroxycoumarin have been described in the literature, most of which use salicylic aldehyde and 1-(2-hydroxyphenyl)ethanone as starting compounds. Other synthesis pathways exist, but they are based on intermediate synthesis compounds. Concerning the reactivity of 3-hydroxycoumarin, many heterocyclic compounds obtained from 3-hydroxycoumarin have been reported in the literature. Among these heterocycles are pyrido[2,3-c]coumarin derivatives, chromeno[4,3-e][1,3]oxazine derivatives, dihydropyrano[2,3-c] chromenes and 3-coumarinyl carboxylates. Various researches have also concerned the biological properties of this compound. It appears from these numerous studies that 3-hdroxycoumarin is used in fields such as genetics, pharmacology, microbiology, etc.

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Crystal structure of 2-oxo-2H-chromen-7-yl 4-fluorobenzoate

Abstract: The structure of a coumarin ester stabilized by C—H⋯O hydrogen bonds and C=O⋯π and π–π stacking interactions has been studied by X-ray diffraction, Hirshfeld surface analysis and quantum chemical calculations.

Cited by 2 publications

References 24 publications

Structural Characterization of Mono and Dihydroxylated Umbelliferone Derivatives

Structural Characterization of Mono and Dihydroxylated Umbelliferone Derivatives

Overview of Recent Advances in 3-Hydroxycoumarin Chemistry as a Bioactive Heterocyclic Compound

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Crystal structure of 2-oxo-2H-chromen-7-yl 4-fluorobenzoate

Abstract: The structure of a coumarin ester stabilized by C—H⋯O hydrogen bonds and C=O⋯π and π–π stacking inter­actions has been studied by X-ray diffraction, Hirshfeld surface analysis and quantum chemical calculations.

Cited by 2 publications

References 24 publications

Structural Characterization of Mono and Dihydroxylated Umbelliferone Derivatives

Structural Characterization of Mono and Dihydroxylated Umbelliferone Derivatives

Overview of Recent Advances in 3-Hydroxycoumarin Chemistry as a Bioactive Heterocyclic Compound

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Product

Resources

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Abstract: The structure of a coumarin ester stabilized by C—H⋯O hydrogen bonds and C=O⋯π and π–π stacking interactions has been studied by X-ray diffraction, Hirshfeld surface analysis and quantum chemical calculations.