PCl3 Research Articles

Recent Advances in the Synthesis of Commercially Available Phosphite Antioxidants.

Phosphite antioxidants exhibit superior anti-aging and color-stabilizing properties when incorporated into polymer materials. Their synergistic antioxidative effects are particularly noteworthy when used in combination with hindered phenol antioxidants and other primary antioxidants, serving as effective secondary antioxidants, displaying noteworthy synergistic antioxidation effects. This review systematically classifies the synthetic methods for phosphite antioxidants into three distinct categories based on the types of starting materials: synthesis from phosphorus trichloride, phosphorus-containing esters, and white phosphorus. Additionally, it delineates the reaction mechanisms associated with these approaches and provides an overview of future potential research directions and applications for organophosphorus antioxidants.

Synthesis of 1,3-benzotellurazole derivatives from phenyl ureas and tellurium tetrachloride

A method has been developed to prepare previously inaccessible substituted 1,3-benzotellurazoles following an efficient two-step process, consisting of the tellurination of electron rich phenyl ureas with tellurium tetrachloride and subsequent ring closure of the resulting aryl tellurium trichlorides. Tellurination occurs regiospecifically ortho to the urea moiety due to intramolecular Te–O coordination, producing highly crystalline solids that are readily isolated in yields up to 83 %. Subsequent ring closure, accomplished by heating with phosphorus trichloride and subsequent reduction with hydrazine hydrate, provides access to 1,3-benzotellurazole derivatives. Selected products were characterized by X-ray crystallography.

3-Pyrazolyl-pyran-2-one: Synthesis, crystal structure, Hirshfeld surface analysis, DFT and ADME studies

Synthesis, crystal structure, Hirshfeld surface analysis, DFT and in-silico studies were carried out for the 4‑hydroxy-6-methyl-3-(1-phenyl-1H-pyrazol-3-yl)-2H-pyran-2-one 2. The reaction efficiency was evaluated performing two conditions to prepare the Vilsmeir-Haack reagent: phosphoryl trichloride in DMF and phosphorus pentachloride in DMF. The molecular structure was confirmed by 1H and 13C NMR, IR spectroscopy and X-ray diffraction analysis. The pyrazole and pyran rings are nearly coplanar. The molecules are connected through C—H···O hydrogen bonds, C—H⋯π and π⋯π stacking interactions, forming layers in the crystal lattice. Hirshfeld surface analysis for crystal packing indicates that the most important contributions are H⋯H (41.6 %), C⋯H/H⋯C (22.6 %), O…H/H…O (20.9 %) interactions. The frontier molecular orbital, Mulliken and QTAIM atomic charge, Molecular Electrostatic Potential, Natural Bond Orbitals were produced using the optimized structure by B3LYP/6–311G(d,p) level of theory. The calculated LUMOHOMO gap (4.261 eV) indicated that the eventual charge transfer and showed chemical reactivity. Intrinsic reaction coordinate (IRC) calculation confirm that the transition state connects the reactants to the products. The experimental geometry parameters of the title compound are compared with the geometry of the optimized molecule in the gas phase and found in good agreement. The crystal structure was further explored to define the interaction energy between the molecular pairs. The ADME profile that pyrazolyl-pyran-2-one 2 is an inhibitor of CYP1A2 one of the five key cytochrome isoforms enzymes involved in drug metabolism.

Primary α-Phosphino- and α-Arseno-Nitriles, Analogues of α-Aminonitriles.

More than 170 years after the synthesis of α-aminonitriles by the reaction of Strecker, α-phosphinonitriles, and α-arsenonitriles have been prepared and characterized by NMR and IR spectroscopy. For the simplest derivatives, the reaction was carried out by reaction of cyanomethyltributylstannane with phosphorus or arsenic trichloride, followed by a chemoselective reduction of the dichlorophosphine and dichloroarsine formed to the corresponding primary phosphine and arsine. The phosphinoacetonitrile can be stored at -80 °C for months in its pure state, but arsenoacetonitrile decomposes at this temperature. Chiral compounds can be synthesized from C-substituted cyano-1-alkyltributylstannanes. In 1H NMR spectroscopy, these chiral phosphines and arsines display diastereotopic protons for the PH2 and AsH2 groups, a property never observed for the NH2 group of α-aminonitriles. This work paves the way for further studies on the chemistry of these compounds, including a comparative chemistry of these phosphorus and arsenic derivatives with the well-known α-aminonitriles.

Investigation of sensing behavior of carbon nitride (C6N8) for detection of phosphine (PH3) and phosphorous trichloride (PCl3): A DFT approach

AbstractThis study shows the exploration of the gas‐sensing capabilities of C6N8 material against toxic gases like phosphine (PH3) and phosphorous trichloride (PCl3). First‐principles study based on M05‐2X/LanL2DZ (d, p) method was performed to investigate the interaction energy (Eint.), frontier molecular orbitals (FMOs), natural bonding orbital (NBO), noncovalent interactions (NCIs), partial density of states (PDOS), molecular electrostatic potential (MEP), and quantum theory of atoms in molecules (QTAIM) analyses. The interaction energy results showed that PCl3@C6N8 (−23.45 kJ/mol) is more stable than PH3@C6N8 (−14.79 kJ/mol). A considerable decrease in the HOMO‐LUMO band gap of C6N8 was observed as a result of its complexation with the analytes. QTAIM and NCI analyses indicated the presence of weak noncovalent interactions between C6N8 and gases (PH3 and PCl3). SAPT0 analysis was performed to quantify the NCIs. MEP maps of complexes revealed the localization of electronic density on C6N8. The little recovery time of complexes (determined at 300 K) showed that C6N8 can serve as a reusable sensing material against PH3 and PCl3. Our results demonstrate that the C6N8 surface is a reliable material for detecting phosphine and phosphorous trichloride gases.

Synthesis, structural characterization and anticorrosion properties of a new hexafunctional epoxy prepolymer based on urea and phosphorus trichloride for E24 carbon steel in 1.0 M HCl

Our goal is to set up a synthetic method to produce the hexaglycidyl amine tri-urea phosphoric acid (HGATUP), a novel hexafunctional prepolymer. We created this prepolymer by phosphorylating urea in two processes. Next, to generate the new prepolymer, we added epichlorohydrin. In addition, we focused on its microscopic characterization using FTIR and NMR. The novel HGATUP prepolymer was utilized as a corrosion inhibitor for E24 carbon steel in a 1.0M hydrochloric acid (HCl) solution. PDP, EIS, EFM, DFT, Monte Carlo (MC), and molecular dynamic (MD) simulations were used in this study. SEM/EDS and XPS studies were also used to investigate the surface morphology. These methods allowed us to examine the sample's surface characteristics and chemical composition, which added to our understanding of the adsorption along with corrosion prevention processes. The electrochemical tests' outcomes also showed that the concentration of HGATUP enhanced inhibitory performance. PDP results indicated that HGATUP at a concentration of 10-3M had a corrosion inhibition efficiency of 97.6% at 298K ambient temperature. The polarization curve confirmed that the HGATUP was a mixed type of inhibitor that could inhibit steel anodic and cathodic reactions. The Langmuir model predicted that an epoxy prepolymer protected the surface of E24 carbon steel. Calculated thermodynamic kinetic parameters were used to analyze the inhibitor adsorption processes.

Microflow Synthesis of Unsymmetrical H-Phosphonates via Sequential and Direct Substitution of Chlorine Atoms in Phosphorus Trichloride with Alkoxy Groups.

Unsymmetrical H-phosphonates were synthesized by a rapid (<15 s) and mild (20 °C) process in a microflow reactor as the first example of the sequential direct substitution of the chlorine atoms in PCl3 with alkoxyl/aryloxy groups using equivalent amounts of PCl3 and alcohols. The optimal base concentration differed in each step, presumably attributed to differences in the Brønsted basicity of the electrophilic intermediates. Phosphite hydrolysis was observed, and the structure-hydrolysis relationship was quantitatively evaluated.

SYNTHESIS OF GLYCIVIR DERIVATIVES USING MODIFICATION OF SYNTHESIS PROCEDURE STUDYING THEIR ANTIVIRAL ACTIVITY AGAINST ENV-PSEUDOVIROUSES HIV-1

HIV infection still remains a global health problem around the world. The fight against infection is carried out both through preventive measures and timely testing for the presence of HIV and the use of antiretroviral therapy (ART) when it is detected. Researchers are constantly actively searching for new medicinal agents. In this work, new modified methods for the synthesis of glycivir were tested, including changing the holding time of the reaction mixture, varying the amount of starting reagents, adding catalysts, replacing the solvent, and replacing the condensing agent. Ten variants of glycivir were obtained, for each of which, using the MTT test, a 50% cytotoxic concentration was determined against the TZM-bl cell line and antiviral activity on the model of HIV-1 env-pseudoviruses. Sample 10 had the greatest activity against HIV-1 env-pseudoviruses, the synthesis of which involved the complete replacement of phosphorus and pyridine pentachloride with more accessible and less toxic methyl chloroformate and triethylamine in chloroform. These changes made to the original method for the synthesis of glycivir make it possible to obtain a drug that is most similar in biological activity to glycivir, but at the same time replace highly toxic reagents during the synthesis with less toxic and cheaper ones.

Hydroxylammonium Sulfate: A New Transformer of Ethers and Phosphorus Pentachloride Adducts

Hydroxylammonium Sulfate: A New Transformer of Ethers and Phosphorus Pentachloride Adducts

Fabrication of inorganic coatings incorporated with phosphorus-nitrogen-functionalized graphene oxide nanosheets to improve waterborne polyurethanes fire retardancy

A new inorganic flame retardant P/N-GO was prepared by chemically modifying graphene oxide (GO) with phosphorus trichloride (POCl3) and 4,4-diamino-diphenylmethane (DDM). The P/N-GO was covalently grafted into a phosphorus-containing aqueous polyurethane (PWPU) system to prepare a flame-retardant nanocomposite (P/N-GO/PWPU). Due to the uniform distribution of P/N-GO in the polymer matrix, a strong interfacial adhesion can be formed and the mechanical properties of the WPU can be significantly improved. The mechanical strength of the composites increased from 4.56 MPa to 9.16 MPa. The LOI value of WPU increased from 25.5% to 30.5%, indicating that its flame-retardant properties were improved and met the standards for flame-retardant materials. At the same time, the peak heat release rate (PHRR) was reduced from 184.374 kW/m2 to 116.730 kW/m2, which showed good flame retardant properties of P/N-GO/PWPU and was favourable for expanding the application scope and safe use of WPU.

CATALYSIS BY PHOSPHORUS (III) COMPOUNDS IN THE SYNTHESIS OF ARYLAMIDES OF 3-OXY-2-NAPH-THOIIC ACID

Arylamides of 3-hydroxy-2-naphthoic acid are widely used in the synthesis of dyes and pigments, as pesticides and medicines. Therefore, the development of new methods for their synthesis is an urgent task.&#x0D; It has been found that catalysis by phosphorus trichloride and/or phosphorous acid (2 mol %) of acylation in refluxing ortho-xylene or ortho-chlorotoluene of arylamines with 3-hydroxy-2-naphthoic acid leads to the formation of the corresponding arylamides with a high, and often almost quantitatively yield. Substituted anilines, containing electron-bearing and electron-withdrawing substituents in ortho-, meta- and para-positions, successfully enter the reaction in an air atmosphere. The catalytic reaction of 1-naphthylamine and 5-aminobenzimidazolone with 3-hydroxy-2-naphthoic acid makes it possible to obtain in high yield, respectively, 1-naphthylamide of 3-hydroxy-2-naphthoic acid and 5-(2'-hydroxy-3'-naphthoylamido)-2-benzi­midazolone only in a nitrogen atmosphere.&#x0D; Based on the yield of 3-hydroxy-2-naphthoic acid arylamides over a certain time in the reaction catalyzed by phosphorous acid in ortho-xylene, the average initial amidation rates were calculated at a semi-quantitative level and their dependence on pKa of the corresponding arylamines was plotted in logarithmic coordinates, according to the Bronsted equation. The graph is a curved line with two maxima and one minimum, while arylamines containing electronwithdrawing substituents (4-Br; 3-F; 3-Br; 3-Cl) are the most reactive, and the most strongly basic 4-anisidine and weakly basic 3-nitroaniline are the least reactive.&#x0D; Based on these data, as well as the results of the earlier interaction of substituted anilines with benzoic acid, catalyzed by polybutoxytitanates, and substituted benzoic acids and 3-hydroxy-2-naphthoic acid with aniline, catalyzed by phosphorus trichloride and phosphorous acid, under comparable conditions, a mechanism of amidation was proposed. It includes the formation in the first minutes of the reaction in situ of arylamine phosphite, which can act as a P=O–oxygennucleophilic catalyst, which forms the corresponding phosphite upon interaction with 3-hydroxy-2-naphthoic acid, which is subsequently attacked by a free arylamine molecule to obtain arylamide 3-hyd­roxy-2-naphthoic acid. In addition to the basicity of arylamine at the stage of nucleo­phi­lic attack, the reaction rate can be affected by its oxidation as such and the phosphite formed by it with atmospheric oxygen, unproductive binding of arylamine into a salt or H-complex with 3-hydroxy-2-naphthoic acid, participation of the final target product in amido-imide rearrangement with further inhibition of cata­lysis by the resulting imide form.

An Improved Synthesis of PN-adamantanoid Cages P4(NR)6 and a Mechanistic Study of their Fourfold Oxidation.

Phosphorus-nitrogen (PN) adamantanoid cages are valuable precursors for materials chemistry, but their syntheses are based on harsh methods that sometimes require access to restricted reagents. We report a new and scalable synthesis of PN adamantanoid compounds by chlorosilane elimination between bis-silylated amines and phosphorus trichloride. We further study the mechanism of the recently-reported four-fold oxidation of such cages with Me3SiN3 to yield tetravalent tetrahedral connectors for materials chemistry. Reaction monitoring and kinetic modelling revealed the key rate limiting step, but attempts to accelerate this using Lewis acid additives were unsuccessful. Nevertheless, a new four-fold oxidized PN-adamantanoid cage has been prepared and structurally characterized.

Development of Methods for the Synthesis of Malathion-D&lt;sub&gt;6&lt;/sub&gt;, Chlorophos-D&lt;sub&gt;6&lt;/sub&gt;, and Dichlorophos-D&lt;sub&gt;6&lt;/sub&gt; for Use as Internal Standards in the Analysis of Medicinal Plant Raw Materials and Herbal Medicinal Products

Scientific relevance. Deuterated analogues of test substances, when used as internal standards, enable analysts to determine traces of residual pesticides in a medicinal plant raw material by gas or liquid chromatography coupled with mass spectrometry. This prompts the search for an undemanding method for the synthesis of deuterated reference standards, with the ultimate goal of expanding the range of reference standards produced in Russia.Aim. The study aimed to synthesise deuterated reference standards (malathion-D6, chlorophos-D6, dichlorophos-D6, and their precursors) and determine their spectral characteristics using 1Н, 2Н, 13С and 31Р nuclear magnetic resonance (NMR) spectroscopy and high-resolution mass spectrometry.Materials and methods. The study involved methanol-D4, phosphorus pentasulfide, phosphorus trichloride, maleic acid diethyl ether, triethylamine, hydroquinone, and chloral hydrate. The authors recorded 1H, 2H, 13C, and 31P NMR spectra using a QONE AS400 NMR spectrometer operating at a temperature of 298 °K and respective frequencies of 399.83, 61.38, 100.55, and 161.85 MHz. Mass spectra were obtained using an analytical system comprising an Agilent Infinity 1260 liquid chromatograph equipped with an automatic sample injector and coupled with a Thermo Scientific Orbitrap Fusion Lumos high-resolution mass-selective tandem spectrometer operating in electrospray ionisation mode.Results. The authors used existing methods for the synthesis of organophosphate pesticides as a basis and developed synthesis routes to produce the deuterated analogues malathion-D6, chlorophos-D6, and dichlorophos-D6. The synthesised compounds were identified by NMR spectroscopy and high-resolution mass spectrometry.Conclusions. The synthesised compounds are highly pure and suitable for use as internal standards in the determination of organophosphate pesticides in medicinal plant raw materials. The synthesis methods developed by the authors can be used to produce reference standards in Russia.

THE INFLUENCE OF THE CONCENTRATION OF CHLORINE-CONTAINING CONDENSING AGENTS IN THE SYNTHESIS OF CARBOXYLIC ACID ANILIDESТ

Chlorine-containing condensing agents (PCl3, TiCl4, SiCl4) are widely used in the synthesis of carboxylic acid arylamides by the reaction of arylamines with carboxylic acids in stoichiometric amounts, and often in excess (40–150 mol % relative to the latter). To find the optimal amount of the condensing agent used, the acylation of aniline with 3-hydroxy-2-naphthoic acid in boiling ortho-xylene was studied in the PCl3 concentration range of 0–10 mol % from 3-hydroxy-2-naphthoic acid. It has been established that phosphorus tri-chlorochloride plays the role of a condensing agent and a catalyst, while 3-hydroxy-2-naphthoic acid anilide is formed along two routes with different rates, which can be separated kinetically. The first route includes the rapid synthesis of acid chloride, its interaction with aniline to obtain the target product. The second route is implemented due to phosphorous acid, which is formed from phosphorus trichloride and is a true acylation catalyst.&#x0D; The maximum yield of anilide 3-hydroxy-2-naphthoic acid decreases with increasing catalyst concentration, approximately propor-tional to the amount of aniline phosphite formed from it in the mass, which, apparently, is not reactive when interacting with the starting acid.&#x0D; Similar patterns were also found in the acylation of aniline with benzoic and salicylic acids in the presence of phosphorus trichloride; benzoic acid in the presence of titanium tetrachloride; 3-hydroxy-2-naphthoic acid in the presence of silicon tetrachloride. They allow a new look at the role of these products (PCl3, TiCl4, SiCl4) as condensing agents and/or ca­talysts in the synthesis of amides of carboxylic acids.&#x0D; Taking into account the obtained results, in practice it is better to use PCl3 as a catalyst in an amount not exceeding 2–2.5%, or even to replace it with phosphorous acid. This allows to completely get rid of the release of hydrogen chloride, significantly reduce the consumption rates for raw materials, simplify the entire technological process, reduce the amount of waste, ensure the yield of 3-hydroxy-2-naphthoic acid anilide close to quantitative, create a direct catalytic amidation technology that fully meets the criteria «green» chemistry processes.

Phosphoryl Trichloride-Method of Determination in Workplace Air.

The aim of this study was to develop and validate a method for determining phosphoryl trichloride in workplace air. The method is based on passing the tested air through a sodium carbonate-impregnated quartz fiber sampling filter. The substance collected on the sampling filter is extracted with ultrapure water. Phosphoryl trichloride is determined as chloride ions (the product of the hydrolysis of phosphoryl trichloride) in the obtained aqueous solutions by ion chromatography with conductometric detection. The developed method enables the determination of phosphoryl trichloride in the air in the concentration range from 0.004 to 0.160 mg/m3. The method is not applicable in the presence of phosphorus trichloride, hydrochloric acid, and its salts in the air. Good validation results were obtained. All requirements of the norm PN-EN 482 were met while developing and validating the method. This method can be used to measure workplace air in order to assess workers' occupational exposure.

An improved efficient synthesis of new N-heterocylic, homocyclic and aliphatic dronic acids

New N-heterocylic, homocyclic and aliphatic dronic acids were synthesized through an improved facile and versatile route by the reaction of various carboxylic acids with Phosphorus trichloride (PC), phosphorus acid (PA) and methanesulfonic acid under reflux and inert atmosphere. Representatively, the dronic acid derived from stearic acid as a long chained fatty acid was also synthesized. All the obtained compounds were analyzed and characterized by means of FT IR, 1H, 13C and 31P NMR spectroscopic techniques. In addition, the compound derived from stearic acid was characterized by means of FT IR and Mass spectrometry due to its insolubility in D2O and DMSO-d 6.

C- and N-Phosphorylated Enamines-An Avenue to Heterocycles: NMR Spectroscopy.

The review presents extensive data (from the works of the author and literature) on the structure of C- and N-chlorophosphorylated enamines and the related heterocycles obtained by multipulse multinuclear 1H, 13C, and 31P NMR spectroscopy. The use of phosphorus pentachloride as a phosphorylating agent for functional enamines enables the synthesis of various C- and N-phosphorylated products that are heterocyclized to form various promising nitrogen- and phosphorus-containing heterocyclic systems. 31P NMR spectroscopy is the most convenient, reliable and unambiguous method for the study and identification of organophosphorus compounds with different coordination numbers of the phosphorus atom, as well as for the determination of their Z- and E-isomeric forms. An alteration of the coordination number of the phosphorus atom in the phosphorylated compounds from 3 to 6 leads to a drastic screening of the 31P nucleus from about +200 to -300 ppm. The unique structural features of nitrogen-phosphorus-containing heterocyclic compounds are discussed.

Accessing Phase-Transfer Catalysts and a Phosphoramidite Ligand via the Asymmetric Intramolecular Hydroamination Reaction

Within the last few years, our group has developed the intramolecular, asymmetric hydroamination (HA) reaction to a point where essentially enantiopure products can be obtained. The question then arose as to whether we can apply the reaction in useful ways beyond the synthesis of natural/pharmaceutically relevant products. In the present paper, we incorporate a select few HA products for the production of new chiral phase-transfer catalysts. These species are synthesized in one or two synthetic steps from new spirocyclic HA products and are applied in a classical substitution reaction, showing negligible enantioselectivity. In a second application, we introduce a novel phosphoramidite ligand, obtained by combining BINOL (1,1′-bi-2-naphthol) and an optically pure HA product with phosphorous trichloride. The representative ligand shows high enantioselectivity and activity in the rhodium-catalyzed conjugate addition reaction (Hayashi–Miyaura reaction).

SYNTHESIS OF 3-HYDROXY-2-NAPHTHOIC ACID ANILIDE CATALYZED BY PHOSPHORUS (III) COMPOUNDS IN VARIOUS MEDIA

Catalysis with phosphorus P(III) compo­unds (phosphorus trichloride and phospho­rous acid) in the acylation of aniline with 3=hydroxy=2=naphthoic acid in various media (toluene, octane, chlorobenzene, para=­xylene, ortho=xylene, ortho=chlorotoluene, mesitylene, pseudocumene, n.=deсan, ortho= di­chlo­ro­benzene, mixtures of ortho=xylene with nitrobenzene) upon boiling and vigorous distillation of water leads to the formation of 3=hydroxy=2=naphthoic acid anilide. With an increase in the reaction temperature in the range from 111 (toluene) to 170 °C (pseudo cumene), a monotonous increase in the initial rate of formation of the target product is observed. In this case, the temperature depen­dence of the logarithm of the velocity obeys the Arrhenius equation, and the activation energy Ea is 66.2 kJ/mol.&#x0D; Higher-boiling n.=decane (175 °С) and ortho=dichlorobenzene (180 °С) fall out of this dependence, in which the initial rate of formation of anilide 3=hydroxy=2=naphthoic acid, compared with that for pseudocumene (170 °С), decreases. The latter may be due to the decomposition or oxidation of the catalyst at such a high temperature with the transition of P(III) to P(V), which does not have catalytic activity.&#x0D; The interaction of aniline with 3=hydro­xyl=2=naphthoic acid proceeds as a series of sequential and parallel reactions in which, in addition to 3=hydroxyl=2= naphthoic acid ani­lide, 3=aniline=2=naphthoic acid and its anilide are formed as impurities.&#x0D; The most acceptable solvents are ortho=xylene and ortho=chlorotoluene with boiling points of 146 and 156°C, in which the yield of the target product is up to 98%. Below 146 °C the reaction proceeds at a relatively low rate; above 156°C the amount of impurities increases significantly, mainly in parallel with an increase in the reaction temperature, and the maximum yield of 3=hydroxyl=2=naphthoic acid anilide decreases. This requires its additional purification, significantly complicating the technological process.&#x0D; The addition of 10–20% by volume of nit­robenzene to ortho=xylene leads to an increase in the yield of 3=oxy=2=naphthoic acid anilide by 1.25–1.42 times in the temperature range of 146–148°C with increasing solvent polarity (ε), respectively, from 2.3 to 7.64. This may be due to an increase in the quantity of the monomers of the catalyst and/or 3=oxy=2=naphthoic acid and aniline in reaction mass and the speed of water separation.

Synthesis, characterization, and quantum chemistry local chemical reactivity description of new phosphorylated derivatives of piperazine

We report a fast, safe, and efficient procedure for the synthesis of phosphorylated derivatives of piperazines through a multicomponent reaction (MCR) strategy. Our key reagents were the piperazines 1-(2-methoxyphenyl) piperazine and 3-(4- (2-methoxyphenyl) piperazin-1-yl) propan-1-amine which reacted with five different phosphorous chlorides. A total of ten new derivatives were obtained, all confirmed by NMR spectroscopy (1H, 13C, and 31P) and mass spectrometry. Then, the reactivity profile of our new compounds was characterized through the new theoretical framework of the Local Electronic Temperature of Atoms in Molecules (LT-AIMs), from which we identified the most reactive sites of each of our derivatives. Furthermore, some of the quantities defined within this context were used to reproduce trends observed in our NMR records. A brief discussion about the advantages of performing a combined experimental and theoretical chemical characterization of recently synthesized compounds is also presented, particularly for those compounds with potential therapeutic features.