Doklady ChemistryPub Date : 2026-02-17DOI: 10.1134/S0012500825600488
M. B. Gazizov, R. A. Khairullin, R. F. Karimova, S. Yu. Ivanova, S. N. Ibragimov, N. Yu. Bashkirtseva, O. D. Khairullina, L. R. Shaikhutdinova, N. N. Gazizova
{"title":"Enhancement of the Synthetic Potential of the Imine Version of the Pudovik Reaction: New Types of Organic Phosphorus Compounds and New Reactions","authors":"M. B. Gazizov, R. A. Khairullin, R. F. Karimova, S. Yu. Ivanova, S. N. Ibragimov, N. Yu. Bashkirtseva, O. D. Khairullina, L. R. Shaikhutdinova, N. N. Gazizova","doi":"10.1134/S0012500825600488","DOIUrl":"10.1134/S0012500825600488","url":null,"abstract":"<p>The synthetic potential of the imine version of the Pudovik reaction was significantly enhanced by studying the reaction of dialkyl phosphites (DAPh), dialkyldithiophosphoric acids, and diphenyl- and diethyldithiophosphinic acids with aldimines containing halo- and dihalo-substituted aldehyde moiety: new types of phosphorus compounds have been designed and the reactions, previously undescribed in the literature, have been discovered. The 2-chloralkyl radical at P(IV) in the addition products of DAPh to <i>N</i>-alkyl-2-chloraldimines is isomerized into a 1-chloroalkyl radical through the intermediate aziridinium salt. This salt is converted into phosphorus-containing aziridine and alkyl-2-(dialkoxyphosphoryl-1,1-dimethyl-2-chloroethyl)ammonium chloride. The latter with methoxy groups at P(IV) is transformed into betaine, alkyl(2-methoxyphosphonato-1,1-dialkyl-2-chloroethyl)ammonium. <i>N</i>-alkyl-2-bromoaldimine reacts with DAPh to release methyl bromide and to form a compound with a completely different structure: 2-methoxyphosphonatoaziridinium. The above-mentioned new types of organic phosphorus compounds were synthesized by the discovered new reactions of DAPh with <i>N</i>-alkyl-2-haloaldimines. In the reaction of <i>N</i>-alkyl-2-chloro- and bromoaldimines with <i>O</i>,<i>O</i>-dialkyldithiophosphoric and diphenyl- and diethyldithiophosphinic acids, the imine nitrogen atom is first reversibly protonated to form the initial intermediate iminium salt. The further transformation of this salt depends on the nature of the halogen, the dithioacid structure, and the ratio of the reagents. Three new reactions of phosphorus dithioacids with <i>N</i>-alkyl-2-halo- and 2,2-dihaloaldimines were discovered: (1) with <i>N</i>-alkyl-2-chloroaldimines in a 1 : 1 ratio, where the initial iminium salt is transformed into a new iminium salt, <i>N</i>‑alkyl-2-(dialkoxythiophosphorylthio)aldiminium chloride, via the nucleophilic substitution of the chlorine atom by <i>O</i>,<i>O</i>-dialkylthiophosphorylthio group in a labile addition product. When the initial ratio is 1 : 2, a new reaction route is implemented in parallel—the reduction of the initially formed iminium salt at the C‒Hlg bond (C‒Cl → C‒H). In the reaction of 2-chloroaldimines with diphenyl- and diethyldithiophosphinic acids, which are weaker than dithiophosphoric acids, both routes are realized: nucleophilic substitution and reduction. The contribution of each route depends on the acid strength and the ratio of reactants. In the case of diphenyldithiophosphinic acid, at an acid: imine ratio of 1 : 3, substitution prevails; (2) with <i>N</i>-alkyl-2-bromaldimines in ratios 1 : 1 and 2 : 1, where a dithioacid participates in the reduction of the primary iminium salt cation on the C–Br bond (C‒Br → C–H). The second reaction product is bis(dialkoxythiophosphorylthio)disulfide. The occurrence of reduction through the enamine intermediate is experimentally confirmed by the implementation of a sequ","PeriodicalId":530,"journal":{"name":"Doklady Chemistry","volume":"520 3","pages":"93 - 118"},"PeriodicalIF":1.0,"publicationDate":"2026-02-17","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"147339621","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}
Doklady ChemistryPub Date : 2026-02-17DOI: 10.1134/S0012500825600749
V. A. Kraikin, E. M. Battalov, S. N. Salazkin
{"title":"Brominated Polydiphenylenephthalides as Polymeric Photoinitiators for Vinyl Monomers","authors":"V. A. Kraikin, E. M. Battalov, S. N. Salazkin","doi":"10.1134/S0012500825600749","DOIUrl":"10.1134/S0012500825600749","url":null,"abstract":"<p>This study was aimed at modifying the surface of aromatic phthalide-containing polymers, promising for use in membrane technologies, with aliphatic polymer brushes of varying polarity. Mono- and polyfunctional vinyl monomers with various side groups, including reactive ones, were used: hydroxyl, ether, ester, acid, epoxy, and nitrile. The possibility of graft copolymerization of acrylates and methacrylates, as well as some other vinyl monomers, on the surface of brominated polydiphenylenephthalide (PDP-Br) was investigated. The influence of the degree of halogenation of PDP-Br and irradiation dose and duration on the degree of grafting was studied. It has been shown that brominated PDP is a polymeric photoinitiator for a wide range of vinyl monomers, the use of which in graft copolymerization processes allows the production of grafted aromatic–aliphatic copolymers of various chemical structures with different hydrophilic/hydrophobic ratios.</p>","PeriodicalId":530,"journal":{"name":"Doklady Chemistry","volume":"520 5","pages":"169 - 173"},"PeriodicalIF":1.0,"publicationDate":"2026-02-17","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"147339632","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}
Doklady ChemistryPub Date : 2026-02-17DOI: 10.1134/S0012500825600944
S. Yu. Kireev, A. Z. Yangurazova, S. N. Kireeva
{"title":"Kinetics of Tin–Zinc Alloy Electrodeposition from Alkaline Electrolytes: Diffusion–Kinetic Control and Optimization of Process Parameters","authors":"S. Yu. Kireev, A. Z. Yangurazova, S. N. Kireeva","doi":"10.1134/S0012500825600944","DOIUrl":"10.1134/S0012500825600944","url":null,"abstract":"<p>We present our kinetic study of tin–zinc (Sn–Zn) alloy electrodeposition from an alkaline electrolyte using potentiodynamic polarization curves and a rotating disk electrode (RDE). The joint tin and zinc discharge is controlled by a mixed diffusion–kinetic mechanism, confirmed by the linear dependence of the inverse current density on the inverse square root of angular RDE rotation velocity. Diffusion coefficients of tin ions <i>D</i>(Sn) ≈ 1.77 × 10<sup>–8</sup> cm<sup>2</sup>/s and zinc ions <i>D</i>(Zn) ≈ 1.97 × 10<sup>–7</sup> сm<sup>2</sup>/s were determined, significantly lower than those for simple ions in aqueous solutions due to complexation to form stannates and zincates in alkaline solutions and the influence of additives (sodium citrate and sodium lauryl sulfate). Polarization curves featured zinc depolarization (deposition at –1.10 V instead of –1.20 V), while tin reaches its limiting current at –1.40 V due to diffusion limitations. The alloy composition depends on the deposition potential and RDE rotation velocity: the velocity increasing from 100 to 1600 rpm raises the zinc content from 55 to 65% at –1.45 V. The hydrogen evolution side reaction is significant below –1.8 V, reducing the current efficiency. Thermal studies showed the activation energy to decrease from 18.73 kJ/mol at –1.1 V to 14.42 kJ/mol at –1.4 V, indicating enhanced diffusion control with a negative shift of the deposition potential. Potentiodynamic measurements at sweep rates of 1–100 mV/s confirmed nonstationary factors’ influence on curve shifts. The obtained results are crucial for developing environmentally friendly technologies for protective coatings with controlled compositions and enhanced properties. Future directions include exploring new additives and optimizing the electrolyte composition for providing improved efficiency.</p>","PeriodicalId":530,"journal":{"name":"Doklady Chemistry","volume":"520 3","pages":"83 - 92"},"PeriodicalIF":1.0,"publicationDate":"2026-02-17","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"147339620","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}
Doklady ChemistryPub Date : 2026-02-17DOI: 10.1134/S0012500825600208
Yousif Hussein Azeez, Rebaz Anwar Omer, Dyari Mustafa Mamand, Kosrat N. Kaka, Rebaz Obaid Kareem, Damir A. Safin
{"title":"DFT and Monte Carlo Simulations for Evaluating Chalcone Derivatives as Potential Corrosion Inhibitors","authors":"Yousif Hussein Azeez, Rebaz Anwar Omer, Dyari Mustafa Mamand, Kosrat N. Kaka, Rebaz Obaid Kareem, Damir A. Safin","doi":"10.1134/S0012500825600208","DOIUrl":"10.1134/S0012500825600208","url":null,"abstract":"<p>This study investigated the potential corrosion inhibition of a series of eight chalcone derivatives using in silico analysis on Fe (110) and Cu (111) surfaces. The compounds examined include six cyclic chalcones (<b>C1–C6</b>) and two acyclic analogues (<b>C7–C8</b>). The electronic properties of these chalcone derivatives were analyzed using Density Functional Theory (DFT) and Natural Bond Orbital (NBO) analysis. With the B3LYP hybrid functional and 6-311++G(d,p) level of theory. The geometry optimization was performed to identify the most stable molecular structures, followed by calculations of molecular electrostatic potential surfaces, dipole moments, and electronic characteristics. Molecular Electrostatic Potential (MEP) mapping was performed to understand the molecule’s chemical reactivity and intermolecular interactions. Monte Carlo (MC) simulations were used to model the adsorption behavior of chalcone derivatives on Cu (111) and Fe (110) metallic surfaces, offering insights into their interactions with these metals. According to the results, the chalcone derivative <b>C5</b> has the lowest adsorption energy on the Fe (110) surface and a significantly lower adsorption energy – roughly half – on the Cu (111) surface. This disparity is attributed to the planar configuration of the <b>C5</b> molecule, where both chalcone fragments engage with the Fe (110) surface, but only one interacts with the Cu (111) surface. This study improves our understanding of chalcone derivative corrosion inhibition, enabling the development of ecologically benign and effective corrosion inhibitors.</p>","PeriodicalId":530,"journal":{"name":"Doklady Chemistry","volume":"520 5","pages":"174 - 186"},"PeriodicalIF":1.0,"publicationDate":"2026-02-17","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"147340061","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}
Doklady ChemistryPub Date : 2025-12-12DOI: 10.1134/S001250082560052X
E. Mammadbayli, G. Hajiyeva, I. Ayyubov, S. Ismayilova
{"title":"Synthesis, Properties, and Application Fields of Hindered Monoterpenes and Their Derivatives","authors":"E. Mammadbayli, G. Hajiyeva, I. Ayyubov, S. Ismayilova","doi":"10.1134/S001250082560052X","DOIUrl":"10.1134/S001250082560052X","url":null,"abstract":"<p>Monoterpenes are a very interesting and important class of organic compounds that find wide practical application. In the presented work, we consider the most representative monoterpenes, show basic methods for preparing these compounds, describe their physicochemical properties, and outline the main areas of application of monoterpenes and their derivatives. In addition, the main representatives of monoterpenoids are considered, and the results of the authors’ own research carried out in this area using menthol and its functionalized derivatives as an example are shown.</p>","PeriodicalId":530,"journal":{"name":"Doklady Chemistry","volume":"520 2","pages":"62 - 70"},"PeriodicalIF":1.0,"publicationDate":"2025-12-12","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145729579","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}
Doklady ChemistryPub Date : 2025-12-12DOI: 10.1134/S0012500825600385
Mansour Azayez, Nawel Khelloul, Sid Ahmed Kaas, Salem Yahiaoui, Mokhtaria Drissi, Nadia Benhalima, Youcef Megrouss, Abdelkader Chouaih, Souheyla Chetioui
{"title":"Quantum-Chemical Investigation, Reactivity, NBO, Docking-Based Exploration and in Silico Pharmacological Properties of 3-Bromo-2-[(2Z)-2-(2-oxonaphthalen-1(2H)-ylidene)hydrazinyl]benzoic Acid","authors":"Mansour Azayez, Nawel Khelloul, Sid Ahmed Kaas, Salem Yahiaoui, Mokhtaria Drissi, Nadia Benhalima, Youcef Megrouss, Abdelkader Chouaih, Souheyla Chetioui","doi":"10.1134/S0012500825600385","DOIUrl":"10.1134/S0012500825600385","url":null,"abstract":"<p>Hydrazone derivatives have gained significant attention in medicinal chemistry as promising candidates to address critical therapeutic challenges, particularly antibiotic resistance. Their unique structural and electronic properties enable diverse biological interactions, positioning them as valuable scaffolds for drug development. In this work, we used computational approaches to evaluate the electronic and biological properties of 3-bromo-2-[(2Z)-2-(2-oxonaphthalen-1(2<i>H</i>)-ylidene) hydrazinyl] benzoic (BrOHBA). Quantum chemistry computations using the B3LYP/6-311++G(d,p) level of calculation elucidate details about the molecule’s reactivity, stability, and favorite sites for nucleophilic and electrophilic attacks. Natural bond orbitals (NBO) analysis revealed delocalization effects around the phenyl ring, which were connected to significant bioactivity. The nature of interactions within a molecule can be determined using reduced density gradient (RDG) analysis and interaction region indicator (IRI) topology analysis. Molecular docking simulations using AutoDock Vina demonstrated strong binding affinity against prolyl aminopeptidase (PAP) (PDB: 1QTR). The compound’s favourable ADMET profile further supports its drug development potential. These comprehensive computational insights position BrOHBA as a lead candidate, warranting experimental validation for infectious disease applications.</p>","PeriodicalId":530,"journal":{"name":"Doklady Chemistry","volume":"520 2","pages":"50 - 61"},"PeriodicalIF":1.0,"publicationDate":"2025-12-12","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145729581","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}
Doklady ChemistryPub Date : 2025-12-12DOI: 10.1134/S0012500825600518
M. A. Polovinkina, V. P. Osipova, A. V. Velikorodov, N. T. Berberova, G. G. Matishov
{"title":"Antiradical and Reducing Activity of Hydroxychalcone Derivatives","authors":"M. A. Polovinkina, V. P. Osipova, A. V. Velikorodov, N. T. Berberova, G. G. Matishov","doi":"10.1134/S0012500825600518","DOIUrl":"10.1134/S0012500825600518","url":null,"abstract":"<p>The antiradical, reducing, and iron-chelating activities of hydroxychalcone derivatives <b>1</b>, <b>2</b>, and <b>3</b> have been studied in comparison with the synthetic lipophilic analog of vitamin E—2,6-di-<i>tert</i>-butyl-4-methylphenol (ionol). Compound <b>3</b> demonstrated the highest efficacy in tests with DPPH<sup>•</sup> and ABTS<sup>•+</sup> radicals, surpassing ionol by 1.3–2 times, which is presumably due to the presence of both chalcone and sterically hindered phenol moieties. In the reaction with the natural nitroxyl radical, the chalcones exhibited weaker antiradical activity than ionol. The reducing activity of the compounds in the CUPRAC and FRAP tests did not exceed the values of the reference compound, Trolox. Chalcone <b>3</b> with a sterically hindered phenolic moiety showed the highest Fe<sup>2+</sup>-chelating ability. The results confirm the potential of modified chalcones as multifunctional antioxidants for applications in the food and feed industries.</p>","PeriodicalId":530,"journal":{"name":"Doklady Chemistry","volume":"520 2","pages":"76 - 81"},"PeriodicalIF":1.0,"publicationDate":"2025-12-12","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145729582","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}
Doklady ChemistryPub Date : 2025-12-12DOI: 10.1134/S0012500825600993
V. V. Yanov, L. I. Gataullina, L. A. Zenitova
{"title":"Polypropylene-Based Compositions with Natural Rubber and Rubber Tree Seed Oil","authors":"V. V. Yanov, L. I. Gataullina, L. A. Zenitova","doi":"10.1134/S0012500825600993","DOIUrl":"10.1134/S0012500825600993","url":null,"abstract":"<p>The present study concerns polymer composite materials based on polypropylene with biodegradable properties with additives of crude natural rubber and rubber tree seed oil both individually and in a mixture, which are designed to increase the biodegradation of compositions after use during the deposition process. Polypropylene (PP) produced by Omsk Polypropylene Plant LLC of the PP H 030GP 38/01-17 C30B brand was used as the object of the study. Natural rubber (NR-U) of the SMR-10 brand (Vietnam) and seed oil of the rubber tree (SIS) (Vietnam) are used as biodegradable additives. Organoleptic parameters—the smell and taste of water after the samples were soaked in it were evaluated according to SIS 22648-77. Plastics. Methods for determining hygiene indicators. The tendency of materials to water absorption was carried out according to SIS 4650-2014 ISO 62:2008. The exposure time is usually 24 h. But in this study, a water absorption test was conducted for 7 days. It was found that the introduction of destructive additives of crude natural rubber and rubber tree seed oil into polypropylene in concentrations above 15% by weight. for natural rubber and above 3% by weight. for rubber tree seed oil, as well as for mixtures of crude natural rubber with rubber tree seed oil, the studied concentration limits worsen the hygienic performance of compositions using them by one point. It will be possible to obtain more precise information about the possibility of using the studied compositions for the manufacture of products for various purposes when studying the composition of aqueous extracts. At the same time, the water absorption of composites using the studied additives is insignificant, no more than 0.8% by weight.</p>","PeriodicalId":530,"journal":{"name":"Doklady Chemistry","volume":"520 2","pages":"45 - 49"},"PeriodicalIF":1.0,"publicationDate":"2025-12-12","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145729578","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}
Doklady ChemistryPub Date : 2025-12-12DOI: 10.1134/S0012500825600713
D. I. Koleno, S. V. Strokova, N. A. Alexeeva, D. A. Kulagina, S. V. Sysolyatin
{"title":"Approaches to N- and O-Debenzylation (A Microreview)","authors":"D. I. Koleno, S. V. Strokova, N. A. Alexeeva, D. A. Kulagina, S. V. Sysolyatin","doi":"10.1134/S0012500825600713","DOIUrl":"10.1134/S0012500825600713","url":null,"abstract":"<p>Protective groups are of great importance when choosing a strategy for the synthesis of organic substances. The multi-stage nature of syntheses of target organic molecules, various conditions, lability and reactivity of substrates, intermediate and target products, and individual functional groups of molecules force chemists to use a variety of protective groups to prevent decomposition of the desired substances, increase the regioselectivity of the synthesis processes, and eliminate the influence of aggressive reagents on labile reactive centers in the molecule. Along with this, the process of removing protective groups involves selecting conditions that reduce or eliminate undesirable side reactions. Among these methods is hydrogenation, one of the special cases of which is reductive debenzylation. This reaction of introducing and removing a benzyl group is one of the most common reactions in organic synthesis, since the relative ease of introduction and the chemical and thermal stability of the benzyl group and the possibility of its indirect introduction are the preferred factors for using this method by synthetic chemists. This reaction is used for the synthesis of a wide range of compounds, such as drugs, high-energy substances, and polymers [1–11]. Since the reaction is universal, many organic molecules can act as a substrate for this process. Removal of the benzyl group involves the use of various methods, depending primarily on the structure and properties of the original substrates. This review considers the methods of reductive and oxidative N- and O-debenzylation using catalysts of various types and addresses approaches to the removal of benzyl protection in different classes of organic substances, such as aromatic compounds, crown ethers, tetrazoles, triazoles, substituted hexoses, and isowurtzitanes.</p>","PeriodicalId":530,"journal":{"name":"Doklady Chemistry","volume":"520 2","pages":"71 - 75"},"PeriodicalIF":1.0,"publicationDate":"2025-12-12","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145729580","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}
Doklady ChemistryPub Date : 2025-11-10DOI: 10.1134/S0012500825600701
A. R. Chanysheva, N. V. Privalov, V. V. Zorin
{"title":"Stereoselective Bioreduction of Heptan-2-one and Octan-2-one Catalyzed by Petroselinum Crispum Cells","authors":"A. R. Chanysheva, N. V. Privalov, V. V. Zorin","doi":"10.1134/S0012500825600701","DOIUrl":"10.1134/S0012500825600701","url":null,"abstract":"<p>The possibility of biotransformation of prochiral heptan-2-one and octan-2-one to enantiomerically pure (2<i>S</i>)-(+)-heptan-2-ol and (2<i>S</i>)-(+)-octan-2-ol using <i>P. crispum</i> cells has been studied, and conditions have been selected to synthesize (2<i>S</i>)-(+)-heptan-2-ol in a high yield of 99% with an enantiomeric excess of 98% ee within 24 h. Transformation of octan-2-one within 72 h gives the corresponding alcohol in 67% yield (74% ee). Conditions for bioreduction of octan-2-one in the presence of various exogenous reducing agents—ethanol (1–5%), isopropanol (1–5%), or glucose (equimolar amount)—have been optimized. The maximum yield and optical purity of (<i>S</i>)-(+)-octan-2-ol, 78% (93% ee), is achieved in 48 h in the presence of 3% ethanol. Reduction of octan-2-one in the presence of isopropanol (1–5%) or an equimolar amount of glucose leads to some increase in the yield and/or optical purity of (2<i>S</i>)-octan-2-ol in comparison with biotransformation in the absence of an exogenous reducing agent.</p>","PeriodicalId":530,"journal":{"name":"Doklady Chemistry","volume":"520 1","pages":"31 - 34"},"PeriodicalIF":1.0,"publicationDate":"2025-11-10","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"145479725","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}