Article
Biochemistry & Molecular Biology
Elmira Gibadullina, Margarita Neganova, Yulia Aleksandrova, Hoang Bao Tran Nguyen, Alexandra Voloshina, Mikhail Khrizanforov, Thi Thu Nguyen, Ekaterina Vinyukova, Konstantin Volcho, Dmitry Tsypyshev, Anna Lyubina, Syumbelya Amerhanova, Anna Strelnik, Julia Voronina, Daut Islamov, Rakhmetulla Zhapparbergenov, Nurbol Appazov, Beauty Chabuka, Kimberley Christopher, Alexander Burilov, Nariman Salakhutdinov, Oleg Sinyashin, Igor Alabugin
Summary: This study explores the biological activity of a family of new hybrid molecules that combine sterically hindered phenols (SHPs) with additional urea/thiourea fragments. It finds that these compounds exhibit cytotoxic activity against tumor cells and have dual properties of pronounced antioxidant activity and increased reactive oxygen species generation. Molecular docking analysis reveals a potential target for these compounds. The most promising compounds can induce apoptosis in cancer cells through the intrinsic mitochondrial pathway.
INTERNATIONAL JOURNAL OF MOLECULAR SCIENCES
(2023)
Article
Multidisciplinary Sciences
Dawei Cao, Mohamad Ataya, Zhangpei Chen, Huiying Zeng, Yong Peng, Rustam Z. Khaliullin, Chao-Jun Li
Summary: The authors report an efficient light-driven transition-metal-free strategy for decarbonylation of unstrained diaryl ketones to construct biaryl compounds through dual inert C - C bonds cleavage. The reaction shows mild reaction conditions, easy-to-handle reactants and reagents, and excellent functional groups tolerance.
NATURE COMMUNICATIONS
(2022)
Article
Chemistry, Inorganic & Nuclear
Pamela Podchorodecka, Blazej Dziuk, Roman Szostak, Michal Szostak, Elwira Bisz
Summary: N-heterocyclic carbenes (NHCs) have been developed as a major direction in ancillary ligand development for stabilizing reactive metal centers. This study presents a new class of sterically-hindered, wingtip-flexible NHC ligands with N,C-chelating oxazole donors, synthesized through modular arylation of oxazole derivatives. The ligands' structure, electronic properties, and coordination chemistry to Ag(i), Pd(ii), and Rh(i) are described, as well as their preliminary catalytic activity in coupling and hydrosilylation reactions. The findings highlight the potential of these NHC ligands in inorganic and organometallic chemistry.
DALTON TRANSACTIONS
(2023)
Article
Chemistry, Inorganic & Nuclear
Pamela Podchorodecka, Blazej Dziuk, Roman Szostak, Michal Szostak, Elwira Bisz
Summary: N-heterocyclic carbenes have attracted significant attention as ancillary ligands for stabilizing reactive metal centers. This study reports a new class of wingtip-flexible NHC ligands that feature sterically-hindered N,C-chelating oxazole donors. The synthesis, characterization, and evaluation of their properties and coordination chemistry to Ag(i), Pd(ii), and Rh(i) are described. The study also presents preliminary studies of their catalytic activity in coupling and hydrosilylation reactions. These NHC ligands are expected to have broad interest in inorganic and organometallic chemistry due to their potential for stabilizing reactive metals.
DALTON TRANSACTIONS
(2023)
Article
Chemistry, Physical
Hao Liu, Wei Chi, Lin Dong
Summary: A novel C-H acyloxylation method using peresters as reagents and [Ru(p-cymene)Cl2]2 as catalyst has been developed. By combining ruthenium(II) with AgBF4, CoI2, and 2,2,6,6-tetramethyl-1-piperidinyloxy, various biaryl compounds can be obtained in satisfactory yields within minutes. The reactivity of the reaction is strongly influenced by steric hindrance.
JOURNAL OF PHYSICAL CHEMISTRY C
(2023)
Article
Chemistry, Multidisciplinary
David P. Day, Jorge A. M. Vargas, Antonio C. B. Burtoloso
Summary: Gem-difunctionalized ketones have broad applications in the chemical field and possess rich reactivity, making them ideal for synthesizing high-value organic molecules. Due to their important role in bioactive molecules, research groups worldwide have developed a variety of synthetic routes.
Article
Chemistry, Applied
Jiayu Zhou, Jianxun Ye, Yang Zhang, Zhaodi Li, Jingjing Li, Delong Liu, Wanbin Zhang
Summary: The RuPHOX-Ru catalyzed asymmetric hydrogenation of diaryl ketones has been developed, yielding chiral diaryl methanols with up to 99% yield and 99% ee. This protocol can be performed on a gram-scale with low catalyst loading (2000 S/C) and the resulting products are valuable for various transformations, especially in the synthesis of chiral drugs like (S)-Orphenadrine and (S)-Neobenodine. Deuterium labeling and control experiments revealed that the RuPHOX-Ru-catalyzed asymmetric hydrogenation is exclusively driven by H-2 as the hydrogen source.
ADVANCED SYNTHESIS & CATALYSIS
(2023)
Article
Chemistry, Organic
Zhi-Cheng Yu, You Zhou, Xiang-Long Chen, Jin-Tian Ma, Li-Sheng Wang, Yan-Dong Wu, An-Xin Wu
Summary: A reductive coupling reaction was established for the synthesis of diaryl 1,2-dicarbonyl compounds from aryl methyl ketones. The reaction involves C(CO)-C(sp3) bond cleavage and proceeds through an electron transfer process. Notably, this reaction is simple to operate, has mild reaction conditions, and is applicable to a wide range of substrates.
JOURNAL OF ORGANIC CHEMISTRY
(2022)
Article
Chemistry, Organic
Min Tao, Jiasheng Qian, Zuanguang Chen, Lin-Kun An, David M. Wilson, Jianbo Liu
Summary: We report the one-pot synthesis of N-CF3 heteroaryl amides from heteroaryl carboxylic acids and sterically hindered isothiocyanates, including various amino acid analogues, in the presence of AgF. This method represents a complementary approach to our previous work and allows modification of previously inaccessible structures, including alpha-tertiary amines and N-CF3-modified pharmaceuticals.
JOURNAL OF ORGANIC CHEMISTRY
(2023)
Article
Biochemistry & Molecular Biology
Yuki Yamamoto, Fumiya Sato, Qiqi Chen, Shintaro Kodama, Akihiro Nomoto, Akiya Ogawa
Summary: This study focuses on the synthesis of diaryl tellurides, particularly unsymmetrical ones, which has been limited due to the instability of the compounds and their intermediates. The researchers investigated a bimolecular homolytic substitution reaction between aryl radicals and diaryl ditellurides, resulting in the selective formation of unsymmetrical diaryl tellurides with high yields. The electronic effects of substituents on both reactants were also studied.
Article
Chemistry, Organic
Ryuji Kyan, Yuya Kitagawa, Ryuji Ide, Kohei Sato, Nobuyuki Mase, Tetsuo Narumi
Summary: The study demonstrates the use of highly sterically hindered N-heterocyclic carbenes as catalysts in the cross-annulation reaction of alpha,beta-enals and aryl aldehydes, leading to the convergent construction of beta,gamma-trans-disubstituted gamma-butyrolactones.
Article
Chemistry, Multidisciplinary
Xiao-Lei Nan, Yao Wang, Xu-Bing Li, Chen-Ho Tung, Li-Zhu Wu
Summary: The high synthetic value of deuteration in the pharmaceutical industry is highlighted in the conversion of aromatic ketones to deuterium-labeled products. Efficient and site-selective deuteration of benzyl alcohols using D2O and visible light irradiation of quantum dots (QDs), along with gram-scale synthesis and photocatalyst recycling, demonstrate the potential of the developed method in practical organic synthesis.
CHEMICAL COMMUNICATIONS
(2021)
Article
Engineering, Chemical
Xue Dong, Qiang Yan, Zhipeng Wang, Xiaogui Feng, Jing Chen, Chao Xu
Summary: In this study, a strategy for the separation of actinides from lanthanides by oxidizing actinides to hexavalent oxidation states and selectively extracting them using a sterically hindered ligand, 2-ethylhexyl phosphonic acid mono-2-ethylhexyl ester (EHEHPA), was proposed. The results demonstrate the high efficiency of this method for the separation of actinides from lanthanides.
INDUSTRIAL & ENGINEERING CHEMISTRY RESEARCH
(2022)
Article
Chemistry, Inorganic & Nuclear
Chih-Yu Chen, Ming-Li Tsai
Summary: A Cu(I) complex was successfully synthesized and characterized, showing a regular trigonal geometry around each Cu(I) center and efficient oxidation reactivity towards oxygen and PhlO. The molecular identity of the oxidized product was tentatively assigned, and the oxidation reactions of the complex with specific substrates were investigated both stoichiometrically and catalytically.
DALTON TRANSACTIONS
(2022)
Article
Chemistry, Organic
Dipanjan Bhattacharyya, Bikash Kumar Sarmah, Sekhar Nandi, Hemant Kumar Srivastava, Animesh Das
Summary: A phosphine-free pincer ruthenium(III) catalyzed beta-alkylation of secondary alcohols with primary alcohols to alpha-alkylated ketones and beta-branched ketones from two different secondary alcohols is reported. This environmentally friendly and atom efficient transformation produces only H2O and H-2 gas as byproducts. The protocol has been successfully scaled up to gram-scale reactions and applied to the functionalization of complex vitamin E and cholesterol derivatives.
Article
Chemistry, Multidisciplinary
Marcos J. Lo Fiego, Carla Marino, Oscar Varela
Article
Chemistry, Inorganic & Nuclear
Leonela Godoy Prieto, Marcos J. Lo Fiego, Alicia B. Chopa, Maria T. Lockhart
JOURNAL OF ORGANOMETALLIC CHEMISTRY
(2017)
Article
Chemistry, Organic
Marcos J. Lo Fiego, Mercedes A. Badajoz, Gustavo F. Silbestri, Maria T. Lockhart, Alicia B. Chopa
JOURNAL OF ORGANIC CHEMISTRY
(2008)
Article
Chemistry, Inorganic & Nuclear
Marcos J. Lo Fiego, Maria T. Lockhart, Alicia B. Chopa
JOURNAL OF ORGANOMETALLIC CHEMISTRY
(2009)
Article
Chemistry, Inorganic & Nuclear
Gustavo F. Silbestri, Marcos J. Lo Fiego, Maria T. Lockhart, Alicia B. Chopa
JOURNAL OF ORGANOMETALLIC CHEMISTRY
(2010)
Article
Acoustics
Marcos J. Lo Fiego, Mercedes A. Badajoz, Claudia Domini, Alicia B. Chopa, Maria T. Lockhart
ULTRASONICS SONOCHEMISTRY
(2013)
Article
Chemistry, Multidisciplinary
Marcos J. Lo Fiego, Viviana B. Dorn, Mercedes A. Badajoz, Maria T. Lockhart, Alicia B. Chopa
Article
Acoustics
Marcos J. Lo Fiego, Anabela S. Lorenzetti, Gustavo F. Silbestri, Claudia E. Domini
Summary: This review compiles research on ultrasound-assisted synthetic and analytical methodologies in the South Cone region from 2009 to mid-2021, showcasing the potential applications of ultrasound as an alternative energy source in the field of chemistry.
ULTRASONICS SONOCHEMISTRY
(2021)
Article
Chemistry, Multidisciplinary
Ariana W. Hobsteter, Mercedes A. Badajoz, Marcos J. Lo Fiego, Gustavo F. Silbestri
Summary: A series of novel gold(I) complexes with galactopyranoside-based N-heterocyclic carbene ligands have been synthesized and characterized. The complexes showed activity and recyclability in catalytic alkyne hydration reactions.
Article
Chemistry, Physical
Anabela S. Lorenzetti, Marcos J. Lo Fiego, Maria Fernanda Silva, Claudia Domini, Federico J. V. Gomez
Summary: Understanding the effects of water incorporation on the physicochemical properties of eutectic solvents is crucial for their application in various fields. This study demonstrates that the timing of water addition plays a significant role in influencing the conductivity, density, refraction index, and thermal stability of a fructose-citric acid-water-based deep eutectic solvent. Dilution water has a more noticeable impact on these properties, while structural water has a more pronounced effect on fluorescence intensity. The findings suggest that controlling the moment of water addition can be a strategy to shape the properties of eutectic solvents for analytical, pharmaceutical, and industrial applications.
JOURNAL OF MOLECULAR LIQUIDS
(2022)
Article
Chemistry, Physical
Claus Samuelsen Lucea, Anabela S. Lorenzetti, Marcos J. Lo Fiego, Ezequiel Vidal, Maria Fernanda Silva, Federico J. V. Gomez, Claudia Domini
Summary: The development of green solvents, specifically Deep Eutectic Solvents (DES) and Natural Deep Eutectic Solvents (NADES), has gained considerable attention due to their compliance with Green Chemistry principles, low cost, and ease of preparation. However, no studies have explored the significance of preparation temperature and storage time of these solvents. This study investigates the optical properties of a natural deep eutectic solvent composed of fructose, citric acid, and water (1:1:5) by monitoring fluorescence response over a period of 20 days at different preparation temperatures. The results suggest that the fluorescence behavior of NADES is unaffected by the spatial interaction modes of the eutectic system molecules.
JOURNAL OF MOLECULAR LIQUIDS
(2023)
Article
Chemistry, Multidisciplinary
Leonela Godoy Prieto, Maria T. Lockhart, Marcos J. Lo Fiego
Summary: A stable and highly reactive insoluble polymer-supported organotin azide was synthesized and its azide loading was determined. The immobilized azide was used in one-pot diazotization-azidodediazoniation of aromatic amines to obtain various aryl azides in good yields. It was also successfully applied in the 1,3-dipolar cycloaddition reaction with aromatic nitriles to produce 5-aryl 1H-tetrazoles. Additionally, the recyclability of tin azide from recovered supported dibutyltin sulfonate was reported, showing no significant loss of reactivity and low residual tin concentration in final products without additional purification.
JOURNAL OF THE BRAZILIAN CHEMICAL SOCIETY
(2023)
