Phosphorus, Sulfur, and Silicon and the Related Elements最新文献_第2页

Structural characteristics of phosphorylated cotton prepared by gas-phase procedure 气相法制备磷酸化棉的结构特性

IF 1.4 4区化学

Phosphorus, Sulfur, and Silicon and the Related Elements Pub Date : 2025-04-03 DOI: 10.1080/10426507.2025.2483814

Irada Buniyat-zadeh , Mustafa Soylak , Solmaz Aliyeva , Nurlana Binnetova , Naila Guliyeva , Sinan Turp , Rasim Alosmanov

{"title":"Structural characteristics of phosphorylated cotton prepared by gas-phase procedure","authors":"Irada Buniyat-zadeh , Mustafa Soylak , Solmaz Aliyeva , Nurlana Binnetova , Naila Guliyeva , Sinan Turp , Rasim Alosmanov","doi":"10.1080/10426507.2025.2483814","DOIUrl":"10.1080/10426507.2025.2483814","url":null,"abstract":"<div><div>This study reports the synthesis of phosphorylated cotton fiber (Ph-CF) <em>via</em> a gas-phase oxidative chlorophosphorylation reaction. The process improved the crystallinity and thermal properties of raw cotton fibers (R-CF). Fourier-transform infrared spectroscopy confirmed the formation of phosphorus-containing groups, while UV-visible spectroscopy revealed increased UV absorption. X-ray diffraction showed increased crystallinity for Ph-CF, with a crystallinity index (Segal method) of 81.41% versus 41.05% for R-CF, which was attributed to the removal of amorphous components. The thermogravimetric analysis demonstrated enhanced thermal stability for Ph-CF, with a char yield of 38% at 560 °C compared to 20% for R-CF. Scanning electron microscopy revealed noticeable changes in surface morphology, including smoother and more compact fiber surfaces after modification. Energy-dispersive X-ray spectroscopy confirmed the incorporation of phosphorus into the fiber structure, with a measured phosphorus content of 2.27% in Ph-CF. The oxidative chlorophosphorylation reaction in the gas phase induced deeper chemical transformations than a similar liquid-phase process, as evidenced by enhanced crystallinity and structural modifications. These results indicate the potential of gas-phase oxidative chlorophosphorylation for functionalizing cotton with improved properties for advanced applications.</div></div>","PeriodicalId":20056,"journal":{"name":"Phosphorus, Sulfur, and Silicon and the Related Elements","volume":"200 4","pages":"Pages 396-404"},"PeriodicalIF":1.4,"publicationDate":"2025-04-03","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143874176","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

引用次数: 0

Optimization of ammonium sulfate crystallization under sodium fluoride based on response surface method 基于响应面法优化氟化钠作用下硫酸铵结晶工艺

IF 1.4 4区化学

Phosphorus, Sulfur, and Silicon and the Related Elements Pub Date : 2025-04-03 DOI: 10.1080/10426507.2025.2479718

Changle Tian , Bangfu Huang , Zhe Shi , Linjing Yang , Gaoyong Zi , Xinchao Fan , Jingyi Zhao

{"title":"Optimization of ammonium sulfate crystallization under sodium fluoride based on response surface method","authors":"Changle Tian , Bangfu Huang , Zhe Shi , Linjing Yang , Gaoyong Zi , Xinchao Fan , Jingyi Zhao","doi":"10.1080/10426507.2025.2479718","DOIUrl":"10.1080/10426507.2025.2479718","url":null,"abstract":"<div><div>In order to investigate the crystallization mechanism of (NH<sub>4</sub>)<sub>2</sub>SO<sub>4</sub> under the action of NaF, this paper adopts the laser method to determine the solubility and the width of the metastable zone of (NH<sub>4</sub>)<sub>2</sub>SO<sub>4</sub> under different NaF addition amount, and then designs the experiments through the response surface method to study the mechanism of the influence of NaF addition amount, pH value and stirring rate and their interactions on the amount of crystallization and the average size of (NH<sub>4</sub>)<sub>2</sub>SO<sub>4</sub> and to set up their regression models. It is shown that the salting-out effect and hydrogen bonding lead to a decrease in the solubility of (NH<sub>4</sub>)<sub>2</sub>SO<sub>4</sub> and the occupation of active growth sites by NaF, which leads to an increase in the crystal nucleation the (NH<sub>4</sub>)<sub>2</sub>SO<sub>4</sub> metastable zone. Three factors have a significant effect on both the crystallization amount and the average particle size of (NH<sub>4</sub>)<sub>2</sub>SO<sub>4</sub>. On the crystallization amount the influence order is: stirring rate > pH value > NaF addition amount, and on the average particle size the influence order is: stirring rate > NaF addition amount > pH value. Because of the collision of solutes with the stirring paddle and crystallizer during the stirring process, secondary nucleation occurs, so the stirring rate significantly affects the amount of crystallization and the average particle size. Through the optimization, the NaF addition of 0.4%, pH value of 5.71 and stirring rate of 329.82 rmp were obtained, and the error between the theoretical and experimental validation values under these conditions was small, which indicated that the model had high reliability.</div></div>","PeriodicalId":20056,"journal":{"name":"Phosphorus, Sulfur, and Silicon and the Related Elements","volume":"200 4","pages":"Pages 345-357"},"PeriodicalIF":1.4,"publicationDate":"2025-04-03","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143874177","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

引用次数: 0

Silicon’s defensive role against biotic and abiotic stress: a review 硅对生物和非生物胁迫的防御作用综述

IF 1.4 4区化学

Phosphorus, Sulfur, and Silicon and the Related Elements Pub Date : 2025-04-03 DOI: 10.1080/10426507.2025.2482090

Sehla Khursheed , Sana Bashir Surma , Abdel Rahman Mohammad Al Tawaha , Mehraj D. Shah , Bilal A. Padder , Baseerat Afroza , Rizwan Rashid , Abdel Razzaq Al-Tawaha

{"title":"Silicon’s defensive role against biotic and abiotic stress: a review","authors":"Sehla Khursheed , Sana Bashir Surma , Abdel Rahman Mohammad Al Tawaha , Mehraj D. Shah , Bilal A. Padder , Baseerat Afroza , Rizwan Rashid , Abdel Razzaq Al-Tawaha","doi":"10.1080/10426507.2025.2482090","DOIUrl":"10.1080/10426507.2025.2482090","url":null,"abstract":"<div><div>Silicon enhances developmental processes and controls the enzymatic and functional properties of plants. It is considered a quasi-element in the earth’s crust, absorbed and translocated to aerial parts through transpiration. Silicon reduces various plant stress conditions, with plants displaying both direct and indirect defensive mechanisms. Indirect defense involves the release of volatiles that attract the pathogen’s natural enemies, while morphological, biochemical, and molecular impediments constitute direct defense. Both mechanisms are strengthened by silicon treatment. Silicon enhances the polymerization of silicic acid in intercellular spaces and beneath cuticles as phytoliths, establishing a defense against pathogens. Silicon activates multiple pathways, encouraging the accumulation of supplementary metabolites, thereby enhancing plant defenses against abiotic and biotic challenges. It also contributes significantly to defensive mechanisms mediated by phytohormones. Studies show that silicon positively affects plants during severe stress by modifying several metabolites. Phytohormones are essential to crop plants’ biochemical and physiological functions under unfavorable environmental circumstances. Frontline phytohormones, such as auxin, cytokinin, ethylene, gibberellin, salicylic acid, abscisic acid, brassinosteroids, and jasmonic acid regulate abiotic stress tolerance pathways intrinsically linked with silicon. This review highlights silicon’s functionality in various biotic and abiotic stresses.</div></div>","PeriodicalId":20056,"journal":{"name":"Phosphorus, Sulfur, and Silicon and the Related Elements","volume":"200 4","pages":"Pages 325-344"},"PeriodicalIF":1.4,"publicationDate":"2025-04-03","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143874179","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

引用次数: 0

Effect of crystallization temperature, stirring rate, and pH on the crystallization of ammonium sulfate in the presence of calcium sulfate 在硫酸钙存在下，结晶温度、搅拌速率和pH对硫酸铵结晶的影响

IF 1.4 4区化学

Phosphorus, Sulfur, and Silicon and the Related Elements Pub Date : 2025-04-03 DOI: 10.1080/10426507.2025.2482879

Xinchao Fan , Bangfu Huang , Gaoyong Zi , Zhe Shi , Linjing Yang , Liubin Luo , Fu Yuan , Keying Zhu , Daoping Zhan

{"title":"Effect of crystallization temperature, stirring rate, and pH on the crystallization of ammonium sulfate in the presence of calcium sulfate","authors":"Xinchao Fan , Bangfu Huang , Gaoyong Zi , Zhe Shi , Linjing Yang , Liubin Luo , Fu Yuan , Keying Zhu , Daoping Zhan","doi":"10.1080/10426507.2025.2482879","DOIUrl":"10.1080/10426507.2025.2482879","url":null,"abstract":"<div><div>This article investigated the effects of crystallization temperature, stirring rate, and pH on the crystallization of ammonium sulfate (NH<sub>4</sub>)<sub>2</sub>SO<sub>4</sub>) mother liquor containing calcium sulfate (CaSO<sub>4</sub>). This study measured the metastable zone width, average particle size, and coefficient of variation of (NH<sub>4</sub>)<sub>2</sub>SO<sub>4</sub> after CaSO<sub>4</sub> was added. CaSO<sub>4</sub> was found to cover the active nucleation sites of (NH<sub>4</sub>)<sub>2</sub>SO<sub>4</sub>, leading to a widening of the metastable zone. The increase in crystallization temperature increased the rate of molecular thermal movement, resulting in a narrowing of the metastable zone. The increase in stirring rate accelerated solute diffusion; thus, the metastable zone width became narrower. When the stirring rate was 250 rpm, crystals with a large average size were obtained, which was conducive to solid-liquid separation. The decrease in pH caused the solution viscosity to increase; thus, the metastable zone width decreased. When the pH was 4.5, crystallization could be controlled within a better metastable zone width, and burst nucleation did not occur easily, which resulted in the formation of regular-shaped crystals.</div></div>","PeriodicalId":20056,"journal":{"name":"Phosphorus, Sulfur, and Silicon and the Related Elements","volume":"200 4","pages":"Pages 383-395"},"PeriodicalIF":1.4,"publicationDate":"2025-04-03","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143874180","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

引用次数: 0

Sulfur: –redefining versatility in crop protection and production 硫：重新定义作物保护和生产的多功能性

IF 1.4 4区化学

Phosphorus, Sulfur, and Silicon and the Related Elements Pub Date : 2025-03-04 DOI: 10.1080/10426507.2025.2477176

Sujoy Saha (Conceptualization Resources Writing – review & editing) , Shital Pawar (Methodology Writing – original draft) , Nutan Napte (Methodology Writing – original draft)

{"title":"Sulfur: –redefining versatility in crop protection and production","authors":"Sujoy Saha (Conceptualization Resources Writing – review & editing) , Shital Pawar (Methodology Writing – original draft) , Nutan Napte (Methodology Writing – original draft)","doi":"10.1080/10426507.2025.2477176","DOIUrl":"10.1080/10426507.2025.2477176","url":null,"abstract":"<div><div>Sulfur (S) is the fourth vital nutrient for the growth, health and development of plants. It plays a key role in the structure of proteins, the function of enzymes, in photosynthesis and the defence of plants against stresses, diseases and pests, as also in the keeping quality of produce. A wide range of recently developed sulfur-containing agrochemicals, constitute a distinct class of chemical compounds with novel modes of action. Over 30% of today’s agrochemicals, mostly fungicides, acaricides, and insecticides, contain at least one sulfur atom in different forms. Sulfur has a plethora of attributes in enhancing crop productivity with a simultaneous robust role in protecting the quality produce. This article, is an attempt to summarize the available scattered literature on the aforementioned aspects and highlights. The objective of this review is to provide an update on recent findings related to these subjects, the versatile domains of sulfur, vis-à-vis the role of different input organizations in fostering the molecule against various diseases of crops.</div></div>","PeriodicalId":20056,"journal":{"name":"Phosphorus, Sulfur, and Silicon and the Related Elements","volume":"200 3","pages":"Pages 181-196"},"PeriodicalIF":1.4,"publicationDate":"2025-03-04","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143834787","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

引用次数: 0

Visible-light induced oxidation of thiols to disulfides using fluorescein as a metal free catalyst 使用荧光素作为无金属催化剂，可见光诱导硫醇氧化为二硫化物

IF 1.4 4区化学

Phosphorus, Sulfur, and Silicon and the Related Elements Pub Date : 2025-03-04 DOI: 10.1080/10426507.2025.2467437

Pritesh Khobrekar , Sandesh Bugde

引用次数: 0

Synthesis of new phenolic-containing hydroxyacyl probe and its colorimetric fluorescence detection of S2- 新型含酚羟基酰基探针的合成及其对S2-的比色荧光检测

IF 1.4 4区化学

Phosphorus, Sulfur, and Silicon and the Related Elements Pub Date : 2025-03-04 DOI: 10.1080/10426507.2025.2465796

Xiaohua Cai , Benyue Yao , Mei Han , Le Liang , Xiaohong Li , Yanli Leng

{"title":"Synthesis of new phenolic-containing hydroxyacyl probe and its colorimetric fluorescence detection of S2-","authors":"Xiaohua Cai , Benyue Yao , Mei Han , Le Liang , Xiaohong Li , Yanli Leng","doi":"10.1080/10426507.2025.2465796","DOIUrl":"10.1080/10426507.2025.2465796","url":null,"abstract":"<div><div>The excessive S<sup>2-</sup> can lead to a variety of serious physiological diseases, so the quickly detection of S<sup>2-</sup> is of great significance for human. In this paper, a new simple and easily probe <strong>Y</strong> was designed and synthesized with hydrazine and substituted salicylaldehyde. It can detect S<sup>2-</sup> with good performance in a highly water contain solution (DMSO/H<sub>2</sub>O, v/<em>v</em> = 1/9), both colorimetric and fluorescence spectroscopy have obvious changes after adding 50-folds of S<sup>2-</sup>, and other common fifteen anions have almost no influence in the detection. The detection limit and complexation constant were calculated using fluorescence titration data to be 3.88 μmol/L and 3.68×10<sup>6</sup> L/mol, respectively. Job’s plot experiment showed that the binding ratio of the host with S<sup>2-</sup> is <strong>1:1</strong>. The NMR titration was employed to verify the recognition mechanism, three protons in two hydroxyl groups (-OH) and one imine (-NH) are disappeared after adding excessive S<sup>2-</sup>, which shown that probe <strong>Y</strong> undergo a deprotonation process. Preliminary application experiments show that probe <strong>Y</strong> can detect S<sup>2-</sup> in water samples and soil.</div></div>","PeriodicalId":20056,"journal":{"name":"Phosphorus, Sulfur, and Silicon and the Related Elements","volume":"200 3","pages":"Pages 261-267"},"PeriodicalIF":1.4,"publicationDate":"2025-03-04","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143834982","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

引用次数: 0

Synthesis and biological evaluation of methylene spacer incorporated 4-methylsulfonyl phenyl semicarbazones as dual FAAH-MAGL inhibitors 含4-甲基磺酰基苯基氨基脲的亚甲基间隔剂的合成及生物学评价

IF 1.4 4区化学

Phosphorus, Sulfur, and Silicon and the Related Elements Pub Date : 2025-03-04 DOI: 10.1080/10426507.2025.2467438

Shivani Jaiswal , Senthil Raja Ayyannan

{"title":"Synthesis and biological evaluation of methylene spacer incorporated 4-methylsulfonyl phenyl semicarbazones as dual FAAH-MAGL inhibitors","authors":"Shivani Jaiswal , Senthil Raja Ayyannan","doi":"10.1080/10426507.2025.2467438","DOIUrl":"10.1080/10426507.2025.2467438","url":null,"abstract":"<div><div>Building upon our previous work, we investigated the impact of a methylene spacer on the dual fatty acid amide hydrolase (FAAH) and monoacylglycerol lipase (MAGL) inhibition activity of 4-methylsulfonylphenyl semicarbazones by designing and synthesizing a set of extended semicarbazone analogs. The inhibition data demonstrated that several compounds had a good inhibitory activity against both FAAH and MAGL. Compound <strong>15h</strong>, [1-(4-hydroxyphenyl)ethylidene]-2-{[4-(methylsulfonyl)phenyl]amino}acetohydrazide, exhibited a well-balanced FAAH and MAGL inhibition activity with IC<sub>50</sub> values of 48 nM and 40 nM, respectively. The enzyme kinetics studies demonstrated that compound <strong>15h</strong> inhibits FAAH and MAGL reversibly with noncompetitive and mixed inhibition mode, respectively. Moreover, these experimental results were also supported by molecular modeling and simulation studies. The dual FAAH-MAGL inhibitor <strong>15h</strong>, exhibited no cytotoxicity on human neuronal SH-SY5Y cell lines and showed significant neuroprotection in LPS-induced toxicity. Further, compound <strong>15h</strong> showed potent analgesic activity and relieved oxidative stress in rats induced by chronic constriction injury (CCI) surgery. Furthermore, compound <strong>15h</strong> was non-hepatotoxic up to 2000 mg/kg (po). Overall, the present study identified compound <strong>15h</strong> as a promising dual FAAH-MAGL inhibitor and anti-nociceptive agent that merits further investigation.</div></div>","PeriodicalId":20056,"journal":{"name":"Phosphorus, Sulfur, and Silicon and the Related Elements","volume":"200 3","pages":"Pages 274-296"},"PeriodicalIF":1.4,"publicationDate":"2025-03-04","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143834788","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

引用次数: 0

A convenient method for synthesis of Morita-Baylis-Hillman (MBH) 1,3-diene adducts and their in silico physicochemical, pharmacokinetics, and molecular docking evaluation studies Morita-Baylis-Hillman (MBH) 1,3-二烯加合物的简便合成方法及其硅理化、药代动力学和分子对接评价研究

IF 1.4 4区化学

Phosphorus, Sulfur, and Silicon and the Related Elements Pub Date : 2025-03-04 DOI: 10.1080/10426507.2025.2473917

Ferid Yaccoubi , Haitham Elleuch , Eman S. Abou-Amra , Ahmed M. Hussein

{"title":"A convenient method for synthesis of Morita-Baylis-Hillman (MBH) 1,3-diene adducts and their in silico physicochemical, pharmacokinetics, and molecular docking evaluation studies","authors":"Ferid Yaccoubi , Haitham Elleuch , Eman S. Abou-Amra , Ahmed M. Hussein","doi":"10.1080/10426507.2025.2473917","DOIUrl":"10.1080/10426507.2025.2473917","url":null,"abstract":"<div><div>A series of Morita-Baylis-Hillman (MBH) 1,3-diene adducts are obtained according to a new, simple and practical method under mild operating conditions. Indeed, the action of <em>t-</em>BuOK on the cyclic allylic phosphonates of MBH in THF at room temperature leads to the corresponding 1,3-dienes with high stereoselectivity and good yields. The two <em>Z</em> and <em>E</em> isomers are determined by examining the NMR spectra which reveal, that the <em>E</em> configuration isomer is highly predominant. Density functional theory (DFT) computational analyses of compounds <strong>3f</strong> and <strong>3 g</strong> were performed to figure out the molecular structures and topologies of the predicted more energetic compounds, using the B3LYP functional and the 6-31 G(d,p) basis set. The HOMO- LUMO, and MEP analyses were visualized with the help of the Gaussview program. Multiwfn software is used for electron localization function (ELF) and localized orbital locator (LOL). We docked the synthesized compounds <strong>3a-3g</strong> and <strong>3 m</strong> into the protein binding sites of cyclooxygenase-1 (PDB ID: 3KK6) and cyclooxygenase-2 (PDB ID: 1CX2) to examine the binding mechanism, non-bonding interactions, and binding affinity of the tested compounds, using the molecular operating environment (MOE) 2015 program. Swiss ADME web tool is used to determine the physicochemical properties of the compounds: absorption, distribution, metabolism, elimination and toxicity (ADME), and drug-likeness characteristics.</div></div>","PeriodicalId":20056,"journal":{"name":"Phosphorus, Sulfur, and Silicon and the Related Elements","volume":"200 3","pages":"Pages 297-312"},"PeriodicalIF":1.4,"publicationDate":"2025-03-04","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143834849","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

引用次数: 0

Phospha-Mannich reactions of hypophosphorous acid H3PO2 次磷酸H3PO2的磷酸-曼尼希反应

IF 1.4 4区化学

Phosphorus, Sulfur, and Silicon and the Related Elements Pub Date : 2025-03-04 DOI: 10.1080/10426507.2025.2477186

Dmitry V. Moiseev (Conceptualization Formal analysis Investigation Visualization Writing – original draft Writing – review & editing)

{"title":"Phospha-Mannich reactions of hypophosphorous acid H3PO2","authors":"Dmitry V. Moiseev (Conceptualization Formal analysis Investigation Visualization Writing – original draft Writing – review & editing)","doi":"10.1080/10426507.2025.2477186","DOIUrl":"10.1080/10426507.2025.2477186","url":null,"abstract":"<div><div>Hypophosphorous (phosphinic) acid H<sub>2</sub>P(O)OH, due to the acid-promoted equilibrium with the trivalent tautomer – phosphonous acid HP(OH)<sub>2</sub>, participates in phospha-Mannich reactions with imine/iminium species, or their donors, to give a variety of mono- and bis-(α-aminoalkyl)phosphinic compounds (PO<sub>2</sub>,N-acetals). These reactions are more complex than those involving phosphines or secondary phosphine oxides, reviewed previously, and are commonly accompanied by several side-reactions, resulted from instability of H<sub>3</sub>PO<sub>2</sub> and the presence of hypophosphite anion, a reductant. Unlike basic phosphines and neutral phosphine oxides, H<sub>3</sub>PO<sub>2</sub> and its phospha-Mannich products can mimic carboxylic acids in biological processes and chemistry, and synthesis of phosphinic analogs of natural α-amino acids, used to design phosphinic pseudopeptides, is one of the major applications of H<sub>3</sub>PO<sub>2</sub> and its synthons, such as phosphonites (RO)<sub>2</sub>PH (R = SiMe<sub>3</sub>, alkyl) and alkyl dialkoxymethylphosphinates (R’O)<sub>2</sub>CHP(O)(OR’)H. H<sub>3</sub>PO<sub>2</sub> is a unique P-nucleophile that can produce relatively stable acetals with a P–H function, widely used for further derivatization. Phospha-Mannich reactions of H<sub>3</sub>PO<sub>2</sub> also provide a variety of (α-aminoalkyl)phosphinic compounds, applied as flame-retardant or chelators of di- and tri-valent metal ions useful in metal-based (radio)pharmaceuticals for imaging and therapy.</div></div>","PeriodicalId":20056,"journal":{"name":"Phosphorus, Sulfur, and Silicon and the Related Elements","volume":"200 3","pages":"Pages 197-250"},"PeriodicalIF":1.4,"publicationDate":"2025-03-04","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143834983","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

引用次数: 0