Giulia Mazzoccanti
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View article: Copper(I)-Anchoring Covalent Organic Polymer for Heterogeneous CuAAC Reaction without Reducing Agents and Copper Leaching
Copper(I)-Anchoring Covalent Organic Polymer for Heterogeneous CuAAC Reaction without Reducing Agents and Copper Leaching Open
A novel copper-(I)-anchored covalent organic polymer (Cu+@COP) is presented as a robust, heterogeneous catalyst for copper-catalyzed azide-alkyne cycloaddition (CuAAC), operating without the need for external reducing agents or observable …
View article: A C <sub>3</sub> ‐Symmetric Diphenylethylendiamine‐Based Catalyst in the Asymmetric Michael Addition of α,β‐Unsaturated Ketones with 4‐Hydroxycoumarin and 4‐Hydroxyquinolin‐2‐One
A C <sub>3</sub> ‐Symmetric Diphenylethylendiamine‐Based Catalyst in the Asymmetric Michael Addition of α,β‐Unsaturated Ketones with 4‐Hydroxycoumarin and 4‐Hydroxyquinolin‐2‐One Open
Even though the amino‐organocatalysis has been known for decades, the use of chiral C 3 ‐symmetric multiamino catalysts in asymmetric synthesis is not widespread. Herein, the previously employed approach for the chiral 1,2‐diamino‐cyclohex…
View article: Comparing the performance of electrostatic repulsion-reversed phase chromatography approaches in the resolution of complex peptide mixture: Liraglutide as case study
Comparing the performance of electrostatic repulsion-reversed phase chromatography approaches in the resolution of complex peptide mixture: Liraglutide as case study Open
Therapeutic peptides showed an exponentially growth in interest over the course of the last years, in particular those related to the treatment of diabetes and weight control, such as the Glucagon Like Peptide 1 (GLP-1) agonist. Their mole…
View article: Amino Acid‐Mediated Enantioselective Synthesis of a Bicyclic Ketocarbaldehyde: Theoretical and Experimental Insights into a Key Intermediate for Some Polycyclic Diterpene Synthesis
Amino Acid‐Mediated Enantioselective Synthesis of a Bicyclic Ketocarbaldehyde: Theoretical and Experimental Insights into a Key Intermediate for Some Polycyclic Diterpene Synthesis Open
A study on the amino acid‐mediated intramolecular cyclization of diketoaldehyde 2 to form bicyclic ketocarbaldehyde 1 , a potentially useful intermediate in the synthesis of some polycyclic diterpenes, is hereafter presented. This cyclizat…
View article: The Enantiopure 1,2-Diphenylethylenediamine (DPEDA) Motif in the Development of Organocatalysts for Asymmetric Reactions: Advances in the Last 20 Years
The Enantiopure 1,2-Diphenylethylenediamine (DPEDA) Motif in the Development of Organocatalysts for Asymmetric Reactions: Advances in the Last 20 Years Open
1,2-Diphenylethylenediamine (DPEDA) is a privileged chiral scaffold being used in the construction of a broad variety of organocatalysts and ligands for enantioselective organic reactions. This molecule gave a significant contribution in t…
View article: Design, Synthesis, and Applications of Bis‐Amido HPLC Pirkle‐Type Chiral Stationary Phases
Design, Synthesis, and Applications of Bis‐Amido HPLC Pirkle‐Type Chiral Stationary Phases Open
Two different types of chiral stationary phases, based on Pirkle's design, were created by attaching chiral selectors to 3‐mercapto silica gel. To prepare the enantiomeric selectors, 3,5‐dinitrobenzoyl and naphthyl groups were sequentially…
View article: 4-(3-Phenylsulfonylindol-2-yl)-1-(pyridin-2-yl)piperazinyl-methanones as Potent Inhibitors of both SARS-CoV-2 and HCoV-OC43 Viruses
4-(3-Phenylsulfonylindol-2-yl)-1-(pyridin-2-yl)piperazinyl-methanones as Potent Inhibitors of both SARS-CoV-2 and HCoV-OC43 Viruses Open
SARS-CoV-2 and HCoV-OC43 belong to the same beta genus of the Coronaviridae family. SARS-CoV-2 was responsible for the recent COVID-19 pandemic, and HCoV-OC43 is the etiological agent of mild upper respiratory tract infections. SARS-COV-2 …
View article: A C3‐Symmetric Amino Organocatalyst for Asymmetric Synthesis of Warfarin and Analogues: Mechanistic Insight from ESI‐MS Spectrometry and Computational Calculations
A C3‐Symmetric Amino Organocatalyst for Asymmetric Synthesis of Warfarin and Analogues: Mechanistic Insight from ESI‐MS Spectrometry and Computational Calculations Open
A novel C3‐symmetric multi–amino catalyst was synthesized and evaluated in the asymmetric Michael addition to produce warfarin and its analogues. The multi–amino catalyst turned out to be efficient up to 1 % molar without the use of acidic…
View article: Novel insights into the dependence of adsorption-desorption kinetics on particle geometry in chiral chromatography
Novel insights into the dependence of adsorption-desorption kinetics on particle geometry in chiral chromatography Open
The existence of slow adsorption-desorption kinetics in chiral liquid chromatography is common knowledge. This may significantly contribute to worsening the efficiency and kinetic performance of a chromatographic run, especially when high …
View article: CCDC 2150716: Experimental Crystal Structure Determination
CCDC 2150716: Experimental Crystal Structure Determination Open
An entry from the Cambridge Structural Database, the world’s repository for small molecule crystal structures. The entry contains experimental data from a crystal diffraction study. The deposited dataset for this entry is freely available …
View article: CCDC 2150715: Experimental Crystal Structure Determination
CCDC 2150715: Experimental Crystal Structure Determination Open
An entry from the Cambridge Structural Database, the world’s repository for small molecule crystal structures. The entry contains experimental data from a crystal diffraction study. The deposited dataset for this entry is freely available …
View article: Synthesis of 9,10‐Dibenzoyl‐phenanthrene Derivatives Through a Palladium‐Catalyzed Domino Approach
Synthesis of 9,10‐Dibenzoyl‐phenanthrene Derivatives Through a Palladium‐Catalyzed Domino Approach Open
A palladium‐catalyzed domino approach toward synthetically challenging phenanthrene derivatives has been developed. The procedure involves a sequence of oxidative homocoupling, cyclization, and oxidation starting from deoxybenzoin derivati…
View article: Natural Cannabichromene (CBC) Shows Distinct Scalemicity Grades and Enantiomeric Dominance in <i>Cannabis sativa</i> Strains
Natural Cannabichromene (CBC) Shows Distinct Scalemicity Grades and Enantiomeric Dominance in <i>Cannabis sativa</i> Strains Open
Cannabichromene (CBC, 1a) occurs in Cannabis (Cannabis sativa) as a scalemate having a composition that is strain-dependent in terms of both enantiomeric excess and enantiomeric dominance. In the present work, the chirality of CBC (1a), a …
View article: Theoretically Predicted and Experimentally Detected Chirality of Dibenzocycloctynes and of their Triazole Adducts with Azides.
Theoretically Predicted and Experimentally Detected Chirality of Dibenzocycloctynes and of their Triazole Adducts with Azides. Open
Dibenzocycloctynes have emerged as a promising scaffold for bioorthogonal ligation. An important structural aspect that has not been addressed so far is connected with their chirality. Herein, we explore by theoretical and experimental met…
View article: Highly Efficient and Mild Gold (I) Catalyzed Synthesis of 3,8-Diarylidene-2,7-dioxaspiro[4.4]nonane-1,6-diones
Highly Efficient and Mild Gold (I) Catalyzed Synthesis of 3,8-Diarylidene-2,7-dioxaspiro[4.4]nonane-1,6-diones Open
The gold-catalyzed cyclization of 2,2-bis(3-arylprop-2-yn1-yl)malonic acid has been proposed as an efficient approach to substituted 3,8-dibenzyl-2,7-dioxaspiro[4.4]nonane-1,6-diones. The reaction proceeds smoothly in mild reaction conditi…
View article: A Compendium of the Principal Stationary Phases Used in Hydrophilic Interaction Chromatography: Where Have We Arrived?
A Compendium of the Principal Stationary Phases Used in Hydrophilic Interaction Chromatography: Where Have We Arrived? Open
Hydrophilic interaction liquid chromatography (HILIC) today is a well-known and largely applied technique to analyse polar compounds such as pharmaceuticals, metabolites, proteins, peptides, amino acids, oligonucleotides, and carbohydrates…
View article: Systematic Design of Adenosine Analogs as Inhibitors of a <i>Clostridioides difficile-</i>Specific DNA Adenine Methyltransferase Required for Normal Sporulation and Persistence
Systematic Design of Adenosine Analogs as Inhibitors of a <i>Clostridioides difficile-</i>Specific DNA Adenine Methyltransferase Required for Normal Sporulation and Persistence Open
Antivirulence agents targeting endospore-transmitted Clostridioides difficile infections are urgently needed. C. difficile-specific DNA adenine methyltransferase (CamA) is required for efficient sporulation and affects persistence in the c…
View article: Synthesis and Chromatographic Determination of S-Nitrosopantetheine: Exploring Reactivity and Stability in Different Aqueous Solutions
Synthesis and Chromatographic Determination of S-Nitrosopantetheine: Exploring Reactivity and Stability in Different Aqueous Solutions Open
S-nitrosothiols (RSNOs) are a group of sulfur-containing compounds biologically involved in nitric oxide (NO˙) release and signalling pathway. NO˙ plays important physiological and pharmacological activities, particularly in vasodilation a…
View article: Boosting the enantioresolution of zwitterionic-teicoplanin chiral stationary phases by moving to wide-pore core-shell particles
Boosting the enantioresolution of zwitterionic-teicoplanin chiral stationary phases by moving to wide-pore core-shell particles Open
A novel zwitterionic-teicoplanin chiral stationary phase (CSP), based on superficially porous particles (SPPs) of 2.7 µm particle diameter and 160 Å pore size, has been prepared and evaluated towards the enantioseparation of important clas…
View article: Primary Amine Catalyzed Activation of Carbonyl Compounds: A Study on Reaction Pathways and Reactive Intermediates by Mass Spectrometry
Primary Amine Catalyzed Activation of Carbonyl Compounds: A Study on Reaction Pathways and Reactive Intermediates by Mass Spectrometry Open
The field of organocatalysis is expanding at a fast pace. Its growth is sustained by major stimuli, such as the effort toward an understanding of the mechanisms of reaction and catalytic processes in general, the elucidation of basic prope…
View article: Δ<sup>9</sup>-<i>cis</i>-Tetrahydrocannabinol: Natural Occurrence, Chirality, and Pharmacology
Δ<sup>9</sup>-<i>cis</i>-Tetrahydrocannabinol: Natural Occurrence, Chirality, and Pharmacology Open
The cis-stereoisomers of Δ9-THC [(-)-3 and (+)-3] were identified and quantified in a series of low-THC-containing varieties of Cannabis sativa registered in Europe as fiber hemp and in research accessions of cannabis. While Δ9-cis-THC (3)…
View article: Expanding the Use of Dynamic Electrostatic Repulsion Reversed-Phase Chromatography: An Effective Elution Mode for Peptides Control and Analysis
Expanding the Use of Dynamic Electrostatic Repulsion Reversed-Phase Chromatography: An Effective Elution Mode for Peptides Control and Analysis Open
Bioactive peptides are increasingly used in clinical practice. Reversed-phase chromatography using formic or trifluoroacetic acid in the mobile phase is the most widely used technique for their analytical control. However, sometimes it doe…
View article: Synthesis of 4-Substituted-1,2-Dihydroquinolines by Means of Gold-Catalyzed Intramolecular Hydroarylation Reaction of N-Ethoxycarbonyl-N-Propargylanilines
Synthesis of 4-Substituted-1,2-Dihydroquinolines by Means of Gold-Catalyzed Intramolecular Hydroarylation Reaction of N-Ethoxycarbonyl-N-Propargylanilines Open
An alternative Au(I)-catalyzed synthetic route to functionalized 1,2-dihydroquinolines is reported. This novel approach is based on the use of N-ethoxycarbonyl protected-N-propargylanilines as building blocks that rapidly undergo the IMHA …
View article: Static vs. Dynamic Electrostatic Repulsion Reversed Phase Liquid Chromatography: Solutions for Pharmaceutical and Biopharmaceutical Basic Compounds
Static vs. Dynamic Electrostatic Repulsion Reversed Phase Liquid Chromatography: Solutions for Pharmaceutical and Biopharmaceutical Basic Compounds Open
Many efforts have been made to separate basic compounds, which are challenging to resolve in reversed phase liquid chromatography. In this process, they are strongly retained and the peak shape undergoes significant distortion. The princip…
View article: Palladium-catalyzed Tsuji–Trost-type reaction of benzofuran-2-ylmethyl acetates with nucleophiles
Palladium-catalyzed Tsuji–Trost-type reaction of benzofuran-2-ylmethyl acetates with nucleophiles Open
The palladium-catalyzed benzylic-like nucleophilic substitution of benzofuran-2-ylmethyl acetate with N, S, O and C soft nucleophiles.
View article: Cannabis sativa L. Inflorescences from Monoecious Cultivars Grown in Central Italy: An Untargeted Chemical Characterization from Early Flowering to Ripening
Cannabis sativa L. Inflorescences from Monoecious Cultivars Grown in Central Italy: An Untargeted Chemical Characterization from Early Flowering to Ripening Open
The chemical composition of the inflorescences from four Cannabis sativa L. monoecious cultivars (Ferimon, Uso-31, Felina 32 and Fedora 17), recently introduced in the Lazio Region, was monitored over the season from June to September givi…
View article: Investigation of mass transfer properties and kinetic performance of high‐efficiency columns packed with C<sub>18</sub> sub‐2 μm fully and superficially porous particles
Investigation of mass transfer properties and kinetic performance of high‐efficiency columns packed with C<sub>18</sub> sub‐2 μm fully and superficially porous particles Open
Three columns packed with 2.0 μm superficially porous particles, 1.7 μm fully porous particles, and monodisperse 1.9 μm fully porous particles with narrow particle size distribution have been deeply characterized from a kinetic point of vi…