Article
Chemistry, Multidisciplinary
Tanno A. Schmidt, Stephan Schumann, Andreas Ostertag, Christof Sparr
Summary: In this study, we report the stereoselective synthesis of triptycyl sulfones with atropisomerism using a chiral phosphoric acid catalyst. The oxidation of a stereodynamic thioether controlled by the catalyst allowed selective access to enantioenriched triptycyl sulfoxides. Subsequent enantiospecific and diastereoselective catalytic oxidation resulted in overall control over the stereogenic C-S axis, with a stereoselectivity of up to (-sc): (+sc) : (ap)=94 : 6 :<1.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2023)
Article
Chemistry, Multidisciplinary
Helena F. Piedra, Manuel Plaza
Summary: The combination of photochemistry and halogen bonding interactions has been developed as a powerful method for the synthesis of radical intermediates under mild conditions. This reaction has previously been limited to the use of aryl and alkyl halides as precursors, but now a new method has been developed for the formation of highly reactive vinyl radicals through halogen bonding. The reaction is tolerant to a wide range of functional groups, is stereoselective, and has potential for scalability. Mechanistic studies suggest the formation of vinyl and sulfur-centered radicals as intermediates, and computational calculations support the role of a halogen-bonding complex as the initiator of the photochemical transformation. Synthetic applications have been developed to expand the utility of this methodology.
Article
Chemistry, Organic
Zhi-Peng Ye, Jing-Song Yang, Si-Jia Yang, Meng Guo, Chu-Ping Yuan, Yong-Qing Ye, Hong-Bin Chen, Hao-Yue Xiang, Kai Chen, Hua Yang
Summary: A visible-light-induced radical relay strategy was reported for the synthesis of heterocycles containing a monofluoromethylsufonyl moiety. The protocol showed high yields, mild reaction conditions, broad functional group compatibility.
Review
Chemistry, Physical
Olga Maslova, Olga Senko, Argam Akopyan, Sergey Lysenko, Alexander Anisimov, Elena Efremenko
Summary: This paper reviews the current advantages and disadvantages of using metal-containing nanocatalysts for deep chemical oxidative desulfurization of liquid fuels, as well as the process of oxidative biodesulfurization of oil. The preference for using nanocatalysts to oxidize organic sulfur-containing compounds in various oil fractions is evident.
Article
Chemistry, Organic
Xuqiang Guo, Xuejun Sun, Mengmeng Jiang, Yulei Zhao
Summary: A practical and efficient protocol for the switchable synthesis of sulfoxides, sulfones, and thiosulfonates has been developed, which involves the Selectfluor-mediated oxidation of sulfides and thiols. The reactions proceed rapidly at ambient temperature and yield the desired products with high efficiency.
SYNTHESIS-STUTTGART
(2022)
Article
Chemistry, Physical
M. Assis, A. F. Gouveia, L. K. Ribeiro, M. A. Ponce, M. S. Churio, O. N. Oliveira Jr, L. H. Mascaro, E. Longo, R. Llusar, E. Guillamon, J. Andres
Summary: Chemoselective oxidation of sulfides to sulfones has been achieved using metal-based tungstates as catalysts, tolerating a broad range of functional groups. α-Ag2WO4 and NiWO4 were identified as the most efficient and selective catalysts, completing the transformation in 1 and 2 hours, respectively. The success of the selective oxidation is attributed to hydroxyl radical and singlet oxygen as redox mediators.
APPLIED CATALYSIS A-GENERAL
(2023)
Article
Chemistry, Inorganic & Nuclear
Reza Sandaroos, Behrooz Maleki, Sanaz Naderi, Sahar Peiman
Summary: The support of Schiff base catalysts on solid substrates, especially biocompatible ones, has become more important due to their incredible growth in chemical syntheses. In this study, cobalt-based Schiff catalysts were immobilized on nanocellulose and characterized by FT-IR, H NMR, EDX, and SEM. Among these catalysts, the one with a crown ether substitute showed superior catalytic activity for oxidation of sulfides. It is noteworthy that these catalysts can be recycled multiple times without losing efficiency.
INORGANIC CHEMISTRY COMMUNICATIONS
(2023)
Article
Chemistry, Organic
Victorino Vallejos Gonzalez, Joachim Podlech
Summary: This study found that sulfur groups in different sulfur compounds exhibit different behaviors during oxidation reactions, with some behaving independently and others influencing each other. The oxidation of conformationally constrained dithiane derivative also showed unique properties in the formation of different oxidation products. The exclusive formation of sulfones by permanganate is attributed to its special oxidation mechanism involving sulfur as both nucleophile and electrophilic moiety.
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
(2021)
Article
Chemistry, Organic
Katherine Townsend, Malcolm P. Huestis, John C. Tellis
Summary: A method for the cross-coupling of S-aryl and S-alkyl potassium thiomethyltrifluoroborates with aryl and heteroaryl bromides is reported using photoredox/nickel dual catalysis. The reaction proceeds under mild conditions, providing benzylthioether products in moderate to good yields with good functional group tolerance. Additionally, a practical and improved synthesis of potassium thiomethyltrifluoroborates is described, offering access to previously undescribed reagents.
JOURNAL OF ORGANIC CHEMISTRY
(2021)
Article
Chemistry, Organic
Hui-ke Fan, Sen Yang, Jun-hua Li, Qiao-qiao Teng, Ming Chen
Summary: A facile methodology using catalytic BaO for alpha-deuterating ketones, sulfoxides, sulfones and nitriles has been developed. This protocol allows for high deuterium incorporation in a single-run, with broad functional group tolerance, scalability, and applicability in preparing bioactive ketone candidates.
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
(2022)
Article
Multidisciplinary Sciences
Sangar S. Ahmed, Omid Amiri, Karwan M. Rahman, Savana J. Ismael, Noor S. Rasul, Darya Mohammad, Karukh A. Babakr, Nabaz A. Abdulrahman
Summary: In this study, we developed a novel piezo-catalyst that can achieve excellent oxidative desulfurization of fuel at room temperature without the need for any oxidants. The study demonstrated that the CeO2/Ce2O3/NiOx nanocomposites exhibited outstanding desulfurization performance for both model and real fuels, and they also showed remarkable reusability. The investigation of the mechanism of sulfur oxidation revealed the involvement of superoxide radicals and holes, and the kinetic study confirmed a second-order reaction kinetic model for sulfur removal by the piezo-catalyst.
SCIENTIFIC REPORTS
(2023)
Article
Chemistry, Physical
Armin Raeisi, Alireza Najafi Chermahini, Marzieh Esmaeilzadeh Khabazi, Mohamad Mohsen Momeni, Rafael Luque, Antonio Pineda, Enrique Rodriguez Castellon, Carolina Vargas Fernandez
Summary: This investigation successfully removes sulfur-based compounds by a combination of absorptive and oxidative desulfurization processes using a series of novel Bi-based bifunctional photo electrocatalysts. The results showed that the catalysts had higher efficiency in absorptive desulfurization and better results in oxidative desulfurization. Among the catalysts, photoelectrocatalytic desulfurization performed best in dibenzothiophene removal.
JOURNAL OF ALLOYS AND COMPOUNDS
(2023)
Article
Engineering, Environmental
Argam Akopyan, Ekaterina A. Eseva, Raman A. Mnatsakanyan, David A. Davtyan, Maxim O. Lukashov, Ivan S. Levin, Alexey A. Sadovnikov, Alexander Anisimov, Anna M. Terzyan, Artur M. Agoyan, Eduard Karakhanov
Summary: Nanosized mixed tungsten-iron carbide (FeWC) was synthesized by microwave irradiation and used as an efficient catalyst for aerobic oxidative desulfurization. The catalyst showed high activity for dibenzothiophene oxidation under optimized conditions. The possible mechanisms for oxygen activation and substrate oxidation were discussed. The presence of FeWC in straight-run gasoline resulted in a significant reduction in sulfur content.
CHEMICAL ENGINEERING JOURNAL
(2023)
Article
Chemistry, Organic
Weiwei Yao, Kang Lv, Zixi Xie, Hui Qiu, Mengtao Ma
Summary: A simple and efficient electrochemical sulfonylation reaction has been reported for the first time. Various aryl, heteroaryl, and alkenyl sulfones were obtained in good yields using sodium arylsulfinate salts in a catalyst-free and additive-free system. The proposed mechanism is based on radical-trapping and CV control experiments.
JOURNAL OF ORGANIC CHEMISTRY
(2023)
Article
Green & Sustainable Science & Technology
Antony Rajendran, Hong-Xia Fan, Tian-You Cui, Jie Feng, Wen-Ying Li
Summary: This study reported a novel preparation method for oxidative desulfurization catalysts, which involves the hydrothermal synthesis of mesoporous tin oxide-supported octamolybdates and exhibits higher turnover frequency in the oxidative desulfurization reaction. This catalytic system shows promise in contributing to the establishment of an SOx-free environment.
JOURNAL OF CLEANER PRODUCTION
(2022)
