Review
Chemistry, Organic
Xi-Hui Yang, Denghu Chang, Rong Zhao, Lei Shi
Summary: The introduction of SCF3 and SeCF3 substituents significantly improves the properties of organic molecules, with (Me4N)XCF3 being used as efficient non-metal reagents in recent years for synthesizing compounds.
ASIAN JOURNAL OF ORGANIC CHEMISTRY
(2021)
Article
Chemistry, Organic
Ankun Li, Xiaoxing Wang, Yuqing Liu, Delong Hao, Xia Zhao, Kui Lu
Summary: We have developed a ring-opening trifluoromethylthiolation of cyclopropanols using Cu(OAc)(2) as the catalyst. Furthermore, this strategy has been successfully applied to achieve the trifluoromethylselenolation of cyclopropanols with Se-(trifluoromethyl) 4-methoxybenzenesulfonoselenoate, leading to the synthesis of beta-SeCF3-substituted carbonyl compounds for the first time. The wide substrate scope, easily accessible reagents, and cost-effective catalyst make this protocol an alternative and efficient method for the synthesis of beta-SCF3-substituted or beta-SeCF3-substituted carbonyl compounds.
ORGANIC & BIOMOLECULAR CHEMISTRY
(2023)
Article
Chemistry, Multidisciplinary
Zhiqiang Wei, Zhengzhao Lou, Chuanfa Ni, Wei Zhang, Jinbo Hu
Summary: This study presents a method to achieve S-fluorination of thiophenols using trifluoromethyl phenyl sulfone as a trifluoromethyl radical precursor. The reaction can be conducted under photoredox catalyst-free conditions and enables efficient fluorination of thiophenols.
CHEMICAL COMMUNICATIONS
(2022)
Article
Materials Science, Multidisciplinary
Man-Man Chen, Zuju Ma, Bing-Xuan Li, Wen-Bo Wei, Xin-Tao Wu, Hua Lin, Qi-Long Zhu
Summary: This study identified non-centrosymmetric arsenates as a new source of IR NLO materials with unique zero-dimensional structures and key NLO parameters, showing wide phase-matching ranges, significant second-harmonic generation efficiency, and large laser-induced damage thresholds. Theoretical studies highlighted the critical role of discrete As-based coordination polyhedra in the linear optical and NLO responses of these compounds.
JOURNAL OF MATERIALS CHEMISTRY C
(2021)
Article
Chemistry, Physical
Shivani Sharma, Sumanta Let, Aamod Desai, Subhajit Dutta, Gopalsamy Karuppasamy, Mandar M. Shirolkar, Ravichandar Babarao, Sujit K. Ghosh
Summary: The design and synthesis of a chemically stable cationic MOF (iMOF-3C) has been demonstrated for selective removal of toxic oxo-anions of Se(vi)/As(v)/Se(iv) even at ultralow concentrations. The material shows exceptional performance in the presence of interfering ions, with high distribution coefficient values and validated uptake capacity in complicated systems such as river water. The exceptional binding ability of iMOF-3C is supported by DFT calculations and aids in visualizing the binding sites for the entrapped oxo-anions.
JOURNAL OF MATERIALS CHEMISTRY A
(2021)
Article
Chemistry, Multidisciplinary
Rebecca McClain, Christos D. Malliakas, Jiahong Shen, Jiangang He, Chris Wolverton, Gabriela B. Gonzalez, Mercouri G. Kanatzidis
Summary: Solid-state synthesis traditionally focuses on reactants and end products, but understanding reaction pathways and intermediate phases can offer mechanistic insights. In situ powder X-ray diffraction enables the observation of crystalline evolution throughout reactions, aiding in the design of materials synthesis. The panoramic synthesis approach in the K-Bi-Q system reveals new phases and provides mechanistic understanding towards synthesis-by-design.
Article
Chemistry, Inorganic & Nuclear
Ajay Gautam, Michael Ghidiu, Anna-Lena Hansen, Saneyuki Ohno, Wolfgang G. Zeier
Summary: Sn substitution influences the performance of lithium argyrodites, increasing the polyhedral volume and ionic conductivity in the selenide series, providing insights for optimizing the ionic conductivity of solid electrolytes.
INORGANIC CHEMISTRY
(2021)
Article
Plant Sciences
Zheyong Li, Qu Su, Luojing Xiang, Yajun Yuan, Shuxin Tu
Summary: This study investigated the ability of rice husk biochar to remove Cd(II) and Se(IV) from aqueous solutions. The results showed that the sorption performance of rice husk biochar increased with the preparation temperature, with higher sorption capacity and faster rate for Cd(II) ions compared to Se(IV) ions.
Article
Chemistry, Physical
Yanmei Zang, Yandong Ma, Rui Peng, Hao Wang, Baibiao Huang, Ying Dai
Summary: Single-layer NbX2 (X = S, Se) shows potential as a two-dimensional valleytronic crystal with large valley-polarized state, and the valley physics can be switched by applying strain. This makes them tantalizing candidates for high-performance and controllable valleytronic devices.
Article
Materials Science, Multidisciplinary
Dongyue Jiang, Yingrui Sui, Wenjie He, Zhanwu Wang, Fengyou Wang, Bin Yao, Lili Yang
Summary: By optimizing the sodium doping concentration in the (NaxCu1-x)(2)ZnSn(S,Se)(4) films, significant improvements in crystal quality and optical-electrical characteristics can be achieved, leading to an increase in photovoltaic conversion efficiency.
Article
Chemistry, Multidisciplinary
Niklas Rinn, Lukas Guggolz, Han Yu Hou, Stefanie Dehnen
Summary: Fragmentation reactions of organotetrel chalcogenide clusters by addition of corresponding sodium chalcogenide followed by reaction with [Cu(PPh3)3Cl] led to the formation of a series of organotetrel-copper chalcogenide clusters. Among them, compound 9 was obtained from compound 8 through a slower crystallization process, demonstrating structural variations in the cluster formation process. Experimentally and quantum chemically determined optical properties were compared with related clusters for further analysis.
CHEMISTRY-A EUROPEAN JOURNAL
(2021)
Article
Chemistry, Inorganic & Nuclear
Fabian Dankert, Priyanka Gupta, Tim Wellnitz, Wolfgang Baumann, Christian Hering-Junghans
Summary: This study presents the deoxygenation of chalcogen oxides using phospha-Wittig reagents. The reaction conditions and reactants were found to affect the selectivity and products of the reaction, suggesting the involvement of different reaction pathways. This research highlights the usefulness of phospha-Wittig reagents as metal-free synthetic tools for deoxygenation reactions.
DALTON TRANSACTIONS
(2022)
Review
Engineering, Environmental
Jiali Chai, Ning Han, Shihui Feng, Xiaoxiong Huang, Bohejin Tang, Wei Zhang
Summary: This paper reviews the strategies for the design and preparation of TiX2 (X = O, S, Se) as anode materials for lithium-ion batteries (LIBs) and sodium ion batteries (SIBs), and analyzes the effects of various modifications on the electrochemical performance. The application prospects of TiX2 (X = O, S, Se) in LIBs/SIBs are discussed.
CHEMICAL ENGINEERING JOURNAL
(2023)
Article
Engineering, Environmental
Zhanyu Li, Wenrong Lv, Gaohong Wu, Xiaoxiao Li, Xiaoxu Wang, Wenming Zhang
Summary: The study found that CoSe2 exhibits higher operating voltage and excellent discharge capacity as a cathode material for aluminum ion batteries, with both Co and Se elements involved in the redox reaction. After 500 cycles, CoSe2 maintains a high discharge capacity, indicating its potential as a promising cathode material for aluminum batteries.
CHEMICAL ENGINEERING JOURNAL
(2022)
Article
Energy & Fuels
Wenhao Han, Di Gao, Rongfeng Tang, Yuyuan Ma, Chenhui Jiang, Gang Li, Tao Chen, Changfei Zhu
Summary: The study demonstrates a method for large-area fabrication of Sb-2(S,Se)(3) solar cells through hydrothermal deposition, which results in high efficiency and uniformity. Using laser scribing technology, series connected antimony selenosulfide monolithic integrated photovoltaic modules are achieved.
Article
Chemistry, Organic
Ze-Yu Tian, Zeng-Hui Lin, Cheng-Pan Zhang
Summary: A selective formal C-H/C-H cross-coupling of azoles and (hetero)arenes was established using arylsulfonium intermediates under transition-metal catalysis, providing a variety of 2-(hetero)aryl azoles in good to excellent yields. The advantages of this reaction include mild reaction conditions, good functional group tolerance, a wide substrate scope, high regio- and chemoselectivity, one-pot procedures, and late-stage functionalization of complex molecules without the use of oxidants, offering a promising strategy for transition-metal-catalyzed C-H arylation of azoles.
Article
Chemistry, Organic
Zhou-Zhou Han, Cheng-Pan Zhang
Summary: A catalyst- and additive-free ring-opening polymerization of tetrahydrofuran initiated by phenyl(trifluoroethyl)iodonium triflate was developed without the need for photo-irradiation. The reaction produced CF3CH2-terminated polytetrahydrofuran in good yields and with different Mn-(NMR) values under room temperature or elevated temperature. This method provided a novel synthetic route to polytetrahydrofuran bearing a trifluoroethyl end group.
TETRAHEDRON LETTERS
(2021)
Article
Chemistry, Multidisciplinary
Lian Yang, Cheng-Pan Zhang
Summary: The thermal and photochemical Balz-Schiemann reaction was revisited in commonly used solvents under catalyst and additive-free conditions. It was found that using low- or non-polar solvents could enhance the fluorination of aryldiazonium tetrafluoroborates, allowing for effective reactions at low temperatures or under visible-light irradiation. PhCl and hexane were identified as cost-effective and reliable solvents for these reactions, providing good to excellent yields of aryl fluorides.
Article
Chemistry, Organic
Yu Ma, Ze-Yu Tian, Shuang-Yang Zheng, Cheng-Pan Zhang
Summary: Cyclopropyldiphenylsulfonium salt has been successfully used as an efficient allylation reagent in copper-catalyzed reactions with amines, providing N-allylated products in good yields. The method shows good functional group tolerance and excellent chemoselectivity, and offers an interesting approach for the synthesis of N-allyl amines.
SYNTHESIS-STUTTGART
(2022)
Review
Chemistry, Organic
Ze-Yu Tian, Yu Ma, Cheng-Pan Zhang
Summary: The application of alkylsulfonium salts as alkyl-transfer reagents in organic synthesis has reemerged. They can readily alkylate various nucleophiles, alkenes, arenes, alkynes, organometallic reagents, etc., and offer convenience, high efficiency, readily accessible and structurally diversified alkylation reagents, good functional group tolerance, and a wide range of substrate types.
SYNTHESIS-STUTTGART
(2022)
Article
Chemistry, Organic
Long-Yu Ran, Xue Ding, Xue-Ping Yan, Cheng-Pan Zhang
Summary: This article describes the synthesis of alkyl fluorides and carbonates via divergent dehydroxyfluorination and carbonation of alcohols with trifluoromethyl trifluoromethanesulfonate (CF3SO2OCF3). Reactions with BTMG in THF yielded alkyl fluorides in good yields, while reactions of two different alcohols with Et3N in DCM formed asymmetric carbonates in moderate to excellent yields. CF3SO2OCF3 was shown to serve as either a F or a CO reagent in the reactions by changing the base, enabling the selective construction of alkyl fluorides and carbonates with high efficiency. Notably, the synthesis of fluorine-containing asymmetric carbonates, which are difficult to prepare by other methods, was comprehensively achieved by this method, demonstrating its significant application potential in both academia and industry.
ORGANIC & BIOMOLECULAR CHEMISTRY
(2023)
Article
Chemistry, Organic
Zeng-Hui Lin, Yu-Fei Yao, Cheng-Pan Zhang
Summary: Deuteration of arylthianthren-S-ium triflates with CD3OD or CD3OD/CD3COCD3 in the presence of Cs2CO3 by palladium catalysis or photoirradiation allows for the convenient synthesis of deuterated arenes in good yields. The Pd-catalyzed reaction generally gives better yields than the photoinduced deuteration, but exceptions exist. These reactions highlight eco-friendly conditions, simplicity, inexpensive deuterium sources, good functional group tolerance, and a range of substrates. This protocol provides a high selectively formal aromatic C-H deuteration for efficient deuterium labeling of multifunctionalized arenes and drug molecules.
Article
Multidisciplinary Sciences
Jing-Yan Dong, Hao-Nan Wang, Yan-Qian Xie, Cheng-Pan Zhang
Summary: This study presents a copper-mediated trifluoromethyltelluration reaction of arylboronic acids with [Me4N][TeCF3], using air as an environmentally friendly oxidant. The reaction proceeds smoothly under mild conditions, providing the corresponding trifluoromethyltellurated products in good yields. This method offers a convenient access to various TeCF3-containing molecules.
Review
Chemistry, Multidisciplinary
Lei Liu, Yu-Cheng Gu, Cheng-Pan Zhang
Summary: This review summarizes the advances in the synthesis and typical applications of carbamoyl fluorides, fluoroformates, and their analogues since 1980. It focuses on the use of O/S/Se=CF2 species or their equivalents as fluorocarbonylation reagents for the direct construction of these compounds from parent heteroatom-nucleophiles.
Article
Chemistry, Organic
Lei Liu, Yu-Cheng Gu, Cheng-Pan Zhang
Summary: Visible-light-induced decarboxylative trifluoromethylselenolation of (hetero)aromatic carboxylic acids with [Me4N][SeCF3], oxidant, and catalysts leads to the synthesis of various (hetero)aryltrifluoromethyl selenoethers in good yields. The reaction proceeds via a radical process involving oxidative decarboxylation of the carboxylic acids using NFSI as the oxidant, [di-tBu-Mes-Acr-Ph][BF4] as the photocatalyst, and 1,1'-biphenyl as the cocatalyst. The presence of copper salts enhances the trifluoromethyl selenoethers formation through Cu-mediated cross-coupling reactions. This protocol offers advantages such as visible light irradiation, mild reaction conditions, good functional group tolerance, and applicability to drug molecules, overcoming the limitations of known trifluoromethylselenolation methods.
JOURNAL OF ORGANIC CHEMISTRY
(2023)
Article
Chemistry, Organic
Fei Li, Xue Han, Ziang Xu, Cheng-Pan Zhang
Summary: This study presents a visible-light-induced metal-free trifluoromethylselenolation reaction of aryl iodides and bromides with [Me4N][SeCF3]. The reaction was carried out at ambient temperature by utilizing a light-sensitive SeCF3 reagent. Mechanistically, EDA complexes between aryl halides and the -SeCF3 anion or the base could be formed and excited by light, leading to intracomplex single-electron transfer (SET) processes that generate aryl and center dot SeCF3 radicals as crucial intermediates, enabling a convenient and environmentally friendly approach to various aryl trifluoromethyl selenoethers.
Article
Chemistry, Multidisciplinary
Jing-Yan Dong, Hao-Nan Wang, Cheng-Pan Zhang
Summary: Metal-free trifluoromethyltellurolation of indoles was achieved using [Me4N][TeCF3] as a reagent in the presence of NIS, resulting in the synthesis of 3-TeCF3-substituted indole derivatives in high yields. The reaction displayed good functional group tolerance and proceeded smoothly under mild conditions. It is noteworthy that [Me4N][TeCF3] exhibited distinct reactivity compared to [Me4N][SeCF3] in indole systems.
Article
Chemistry, Multidisciplinary
Lei Liu, Yu-Cheng Gu, Cheng-Pan Zhang
Summary: The trifluoromethylselenolation of arenes through Pd-catalyzed C(sp(2))-H activation with the assistance of a directing group and an oxidant has been established for the first time. This reaction tolerates various directing groups and functional groups, allowing selective installation of a SeCF3 moiety onto the ortho positions of arenes. Mechanistic studies suggest that the CF3SeSeCF3 intermediate generated in situ from the oxidation of [Me4N][SeCF3] may be the actual SeCF3 reagent in the reaction.
CHEMICAL COMMUNICATIONS
(2022)
Article
Chemistry, Organic
Ze-Yu Tian, Cheng-Pan Zhang
Summary: This study reported an efficient visible-light-induced cross-coupling reaction of arylsulfonium triflate with [Me4N][SeCF3] for the synthesis of various aryl trifluoromethyl selenoethers. The reaction exhibits operational simplicity, high efficiency, catalyst- and additive-free conditions, wide substrate scope, and good yields.
ORGANIC CHEMISTRY FRONTIERS
(2022)
Article
Chemistry, Organic
Lei Liu, Long-Yu Ran, Yucheng Gu, Cheng-Pan Zhang
Summary: Tetramethylammonium trifluoromethylselenate has been confirmed as an excellent precursor for selenofluorophosgene, allowing for the preparation of selenocarbamoyl fluorides, selenoureas, and heterocycles without the need for catalysts or additives. The reactions with different types of amines result in the formation of a variety of selenium-containing compounds.
ORGANIC CHEMISTRY FRONTIERS
(2021)
Article
Chemistry, Organic
Faiza Diaba, Gisela Trenchs
Summary: The first violet light-mediated synthesis of gamma- and delta-lactams from N-alkenyl trichloroacetamides is reported in this paper. The reactions are conducted in tetrahydrofuran or 2-methyltetrahydrofuran as the sole solvent without catalysts or additives, under non-anhydrous conditions in an air atmosphere where the solvent serves as the radical initiator.
ORGANIC & BIOMOLECULAR CHEMISTRY
(2024)
Article
Chemistry, Organic
Feroze Hussain, Sajjad Ahmed, Ashiq Hussain Padder, Qazi Naveed Ahmed
Summary: This study reports a novel and efficient one-pot synthesis method for mixed phosphorotrithioates, which does not require supplementary additives and shows broad applicability.
ORGANIC & BIOMOLECULAR CHEMISTRY
(2024)
Article
Chemistry, Organic
Hyunjin Oh, Ikyon Kim
Summary: A new 1,2,4-triazole-pyrrolo[1,2-a]pyrazine hybrid system, 6-acylpyrrolo[1,2-a][1,2,4]triazolo[5,1-c]pyrazine, was synthesized using a catalyst-free method. This method involved sequential exposure of pyrrole-2-carbonitrile-derived substrates to DMF-DMA and acyl hydrazide, resulting in the formation of acylated pyrazine and 1,2,4-triazole rings, enabling the installation of various substituents at specific positions on the core skeleton.
ORGANIC & BIOMOLECULAR CHEMISTRY
(2024)
Article
Chemistry, Organic
Ming Yan, Si-fan Wang, Yong-po Zhang, Jin-zhong Zhao, Zhuo Tang, Guang-xun Li
Summary: Here we developed an efficient photocatalytic approach for the convenient preparation of sulfinamides. The reaction allows for the gram-scale preparation of sulfinamides and the one-pot synthesis of various sulfonyl amides.
ORGANIC & BIOMOLECULAR CHEMISTRY
(2024)
Article
Chemistry, Organic
Farzaneh Bandehali-Naeini, Zahra Tanbakouchian, Noushin Farajinia-Lehi, Nicolas Mayer, Morteza Shiri, Martin Breugst
Summary: Two tandem catalytic systems were developed for the synthesis of novel 3,4-disubstituted maleimides using the same Ugi adducts. Different maleimide structures can be synthesized using either Pd or Cu catalysis.
ORGANIC & BIOMOLECULAR CHEMISTRY
(2024)
Article
Chemistry, Organic
Tanya Raghava, Anjan Chattopadhyay, Subhadeep Banerjee, Nivedita Sarkar
Summary: Amine substitution of two ortho fluorine atoms of tetrafluoroterephthalonitrile through SNAr chemistry is easily achievable. But further fluorine substitution is only possible under forcing conditions, yielding valuable fluorophores for bioimaging.
ORGANIC & BIOMOLECULAR CHEMISTRY
(2024)
Review
Chemistry, Organic
Anju Chadha, Santosh Kumar Padhi, Selvaraj Stella, Sowmyalakshmi Venkataraman, Thangavelu Saravanan
Summary: Alcohol dehydrogenases are enzymes that use cofactors for oxidation or reduction reactions of alcohols or carbonyl compounds. They are utilized in green chemistry and have applications in the production of pharmaceuticals. Recombinant enzymes have solved the challenge of producing purified enzymes in large quantities. Engineered alcohol dehydrogenases have been used in asymmetric synthesis in industry. Various methods have been established for regenerating expensive cofactors to make the enzymatic process more efficient and economically viable.
ORGANIC & BIOMOLECULAR CHEMISTRY
(2024)
