Article
Chemistry, Multidisciplinary
Krishna Kumar, Priyanka Tiwari, Rajni Kant, Subrato Bhattacharya
Summary: In this study, three Cu(I) complexes were synthesized and their catalytic activities towards the hydrothiolation of alkynes were studied. Complex 2 showed good catalytic activity and was able to synthesize unsymmetrical vinyl sulfide with high yields. The method demonstrated wide applicability and versatility.
NEW JOURNAL OF CHEMISTRY
(2022)
Article
Chemistry, Multidisciplinary
Qi Zhang, Si-Wei Zhou, Chang-Yun Shi, Liang Yin
Summary: A catalytic asymmetric allylic substitution using copper(I) homoenolates as nucleophiles has been achieved, with high yields and enantioselectivity. The method is applicable to a broad range of substrates and can be extended to the construction of chiral quaternary carbon centers.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2021)
Article
Chemistry, Applied
R. Justin Grams, Monsurat M. Lawal, Connor Szwetkowski, Daniel Foster, Carol Ann Rosenblum, Carla Slebodnick, Valerie Vaissier Welborn, Webster L. Santos
Summary: A chemoselective, phosphine-catalyzed semireduction of primary and secondary propiolamides was reported, leading to the synthesis of acrylamides with excellent yield and (E)-stereoselectivity. The reaction tolerates various functional groups and DFT calculations revealed a clear energetic driving force for the (E)- over the (Z)-isomer.
ADVANCED SYNTHESIS & CATALYSIS
(2022)
Article
Chemistry, Physical
Xenia Tarrach, Jingzhou Yang, Mohammad Soleiman-Beigi, Silvia Diez-Gonzalez
Summary: In this work, an air-stable and easily accessible copper(I) complex was developed as a catalyst for the deuteration of mono-substituted alkynes. The reactions were conducted in common solvents and in the presence of air, resulting in excellent incorporation of deuterium into various functionalized alkynes.
Article
Chemistry, Multidisciplinary
Ping Zhang, Wenju Chang, Hongyun Jiao, Yanshang Kang, Wenxuan Zhao, Peipei Cui, Yong Liang, Wei-Yin Sun, Yi Lu
Summary: The study established a successful electron-deficient catalyzed annulation of N-pentafluorophenylbenzamides with internal alkynes, aided by Lewis acid silver salt, exhibiting a broad tolerance for different substituents on aromatic rings or alkyl-substituted alkynes in the catalytic system.
CHINESE CHEMICAL LETTERS
(2021)
Article
Chemistry, Physical
Congjia Xie, Qi Xiong, Liang Jiang, Yuanfeng Wang, Qinyuan Tang, Jiao He, Jiaqiang Wang
Summary: In this study, Cu2O/BGC was synthesized using B. glabra as a reductant and carbon source, showing enhanced catalytic activity and stability for cyclohexane oxidation under solvent-free conditions. The calcined Cu2O/BGC exhibited higher conversion efficiency and selectivity for cyclohexane oxidation, compared to other methods. Additionally, the sample proved to be a heterogeneous catalyst that could be reused multiple times without loss of activity.
APPLIED SURFACE SCIENCE
(2022)
Article
Biochemistry & Molecular Biology
Anurag Noonikara-Poyil, Alvaro Munoz-Castro, H. V. Rasika Dias
Summary: This study describes the isolation and full characterization of a thermally stable, copper(I) acetylene complex using a highly fluorinated bis(pyrazolyl)borate ligand support, as well as the details of a related copper(I) complex. Raman data show significant red-shifts in C equivalent to C stretch of different alkynes bound to copper(I), with computational analysis indicating that the interaction is primarily of the electrostatic character. The study also highlights the catalytic activity of a mononuclear copper complex in [3 + 2] cycloadditions and compares its effectiveness with a trinuclear copper catalyst.
Article
Chemistry, Multidisciplinary
Fan Yu, Zhaoman Zhou, Jiajia Song, Yanying Zhao
Summary: This study rationalized the mechanism of Cu(I)-catalyzed 5-enamine-functionalized fully substituted 1,2,3-triazole synthesis using density functional theory (DFT) and multicomponent artificial force-induced reaction (MC-AFIR) methods. The research provided important mechanistic insights for the interrupted CuAAC reaction and identified the rate-determining step as the transmetalation process along the triplet state potential energy surface. Further predictions suggest the role of solvent and extra strong ligand coordination in competitive reactions.
Article
Chemistry, Multidisciplinary
Zhian Xu, Liang Xiao, Xuetao Fan, Dongtao Lin, Liting Ma, Guochao Nie, Yiqun Li
Summary: A novel method for preparing carboxymethylcellulose-polyaniline film-supported copper catalyst has been developed, and the catalyst was characterized through various techniques. The catalyst exhibited high catalytic activity and good reusability in aldehyde-alkyne-amine coupling reactions.
Article
Chemistry, Multidisciplinary
Hu Tian, Hong-Ming Zhang, Liang Yin
Summary: In this article, a copper(I)-catalyzed asymmetric conjugate addition/protonation with selenols and alpha-substituted alpha,beta-unsaturated thioamides is described, which produces a series of chiral selenides with high to excellent enantioselectivity. The reaction shows a broad substrate scope for both selenols and alpha-substituted alpha,beta-unsaturated thioamides. The catalytic system is also successfully used for asymmetric selenation of beta-substituted alpha,beta-unsaturated thioamides. A [Cu-(R,R-P)-TANIAPHOS]-SePh species is identified by Se-77 NMR spectra, with a chemical shift at delta 462 ppm. Furthermore, a {[Cu-(R)-TOL-BINAP]-SePh}(2) species is characterized by X-ray analysis, confirming the formation of Cu-Se bond in the reaction. Finally, the straightforward transformations of the thioamide group to amine and thioester are demonstrated.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2023)
Article
Chemistry, Organic
T. Moritz Weber, Joerg Pietruszka
Summary: Copper-catalyzed alkyne azide click chemistry (CuAAC) is important for drug development and biological materials labeling. A new tridentate Cu-ligand called TDETA was synthesized as a scalable and non-toxic alternative to HN3 and the previously used DTEA ligand. TDETA showed excellent solubility in organic solvents and aqueous solutions, outcompeted commercial ligands THPTA and TBTA for various azide and alkyne combinations using Cu(I) and Cu(II) species, and had a 80% recovery yield.
SYNTHESIS-STUTTGART
(2023)
Article
Engineering, Environmental
Soheil Valizadeh, Seong-Ho Jang, Gwang Hoon Rhee, Jechan Lee, Pau Loke Show, Moonis Ali Khan, Byong-Hun Jeon, Kun-Yi Andrew Lin, Chang Hyun Ko, Wei-Hsin Chen, Young-Kwon Park
Summary: This study investigated the air gasification of furniture waste using nickel-loaded ultra-stable Y-type zeolites to produce biohydrogen. The effects of various factors, such as SiO2/Al2O3 ratio, nickel loading, and reaction temperature, on the catalytic gasification process were examined. The results showed that a nickel loading of 5wt% on the zeolite catalyst led to higher gas yield and hydrogen concentration, as well as lower concentrations of harmful compounds. By optimizing the reaction conditions, it is possible to transform furniture waste into hydrogen-rich syngas with reduced pollution levels.
CHEMICAL ENGINEERING JOURNAL
(2022)
Article
Chemistry, Physical
Hua Cheng, Liangmin Ning, Shengyun Liao, Wei Li, Siyuan Tang, Jilin Li, Huixin Chen, Xin Liu, Liming Shao
Summary: In this study, a nickel catalyst based on alkynyl-tagged UiO-66-alkyne was prepared, which showed highly dispersed and efficient catalytic activity. The use of UiO-66-alkyne-Ni enabled rapid catalysis of the Knoevenagel condensation reaction and exhibited superior recovery rates, suggesting its potential for industrial applications.
APPLIED CATALYSIS A-GENERAL
(2021)
Article
Biochemistry & Molecular Biology
Yan Xiao, Nannan Zhan, Jie Li, Yuan Tan, Yunjie Ding
Summary: The catalytic upgrading of ethanol into butanol through the Guerbet coupling reaction has been widely studied due to the abundance of bioethanol and the versatility of butanol applications. Four different supported Cu catalysts were used to investigate the catalytic performances for ethanol conversion. It was found that Ni-containing catalysts showed better reactivity, Al-containing catalysts exhibited better stability, and Ni-Al catalytic systems had a synergistic effect on ethanol conversion, butanol selectivity, and catalyst stability. Various characterizations were applied to analyze the properties of different catalysts, and it was found that Cu species provided active sites for ethanol dehydrogenation/hydrogenation, while the support derived from Ni-Al-LDH supplied appropriate acid-base sites for aldol condensation, resulting in high butanol selectivity. Moreover, catalysts with strong reducibility, such as Cu/NiO, were easily deactivated during the Guerbet coupling process.
Article
Chemistry, Physical
Tongtao Wan, Hongyu Wang, Lanlan Wu, Changcheng Wu, Zisheng Zhang, Shuming Liu, Jing Fu, Jingde Li
Summary: The development of highly stable metal oxide-supported catalysts is important for electrochemical energy conversion devices, such as rechargeable zinc-air batteries. In this study, a three-dimensional conductive niobium-doped TiO-TiO2 heterostructure supported ZIF-67-derived Co-NC bifunctional catalyst was fabricated. The catalyst exhibited excellent ORR/OER activity, with an onset potential of 0.95 V vs. RHE and a half-wave potential of 0.86 V vs. RHE for ORR, and an OER overpotential of 480 mV at 10 mA cm(-2). The zinc-air battery using this catalyst showed outstanding cycling stability over 225 h cycles tested at 10 mA cm(-2).
JOURNAL OF COLLOID AND INTERFACE SCIENCE
(2023)
Article
Chemistry, Inorganic & Nuclear
Johannes Teichert, Thomas Doert, Michael Ruck
DALTON TRANSACTIONS
(2018)
Article
Chemistry, Organic
Manas Das, Trinadh Kaicharla, Johannes F. Teichert
Article
Chemistry, Multidisciplinary
Felix Pape, Lea T. Brechmann, Johannes F. Teichert
CHEMISTRY-A EUROPEAN JOURNAL
(2019)
Article
Chemistry, Organic
Niklas O. Thiel, Lea T. Brechmann, Johannes F. Teichert
Article
Chemistry, Multidisciplinary
Niklas O. Thiel, Benyapa Kaewmee, Trung Tran Ngoc, Johannes F. Teichert
CHEMISTRY-A EUROPEAN JOURNAL
(2020)
Article
Chemistry, Multidisciplinary
Michaela Koenig, Massimo Rigo, Nicolas Chaoui, Trung Tran Ngoc, Jan Dirk Epping, Johannes Schmidt, Pradip Pachfule, Meng-Yang Ye, Matthias Trunk, Johannes F. Teichert, Matthias Driess, Arne Thomas
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2020)
Review
Chemistry, Organic
Lea T. Brechmann, Johannes F. Teichert
SYNTHESIS-STUTTGART
(2020)
Article
Chemistry, Inorganic & Nuclear
Frank Czerny, Keith Searles, Petr Sot, Johannes F. Teichert, Prashanth W. Menezes, Christophe Coperet, Matthias Driess
Summary: There is a growing interest in using earth-abundant nonprecious metals to replace expensive precious metal catalysts. A well-defined supported nickel hydrogenation catalyst was synthesized using surface organometallic chemistry and immobilized on silica. This immobilized catalyst can catalyze alkenes and alkynes at low temperatures without prior activation.
INORGANIC CHEMISTRY
(2021)
Article
Chemistry, Multidisciplinary
Birte M. Zimmermann, Trung Tran Ngoc, Dimitrios-Ioannis Tzaras, Trinadh Kaicharla, Johannes F. Teichert
Summary: By employing a bifunctional catalyst incorporating a copper(I)/NHC complex and a guanidine organocatalyst, catalytic ester reductions to alcohols using H-2 as the terminal reducing agent are facilitated. This approach enables the activation of esters through hydrogen bonding and the formation of nucleophilic copper(I) hydrides from H-2, allowing for catalytic hydride transfer to esters. The reduction process is further enhanced by a proton shuttle mediated by the guanidinium subunit, shifting the reactivity of soft copper(I) hydrides to previously unreactive hard ester electrophiles and potentially replacing stoichiometric reducing agents with a catalyst and H-2.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
(2021)
Article
Chemistry, Multidisciplinary
Trung Tran Ngoc, Niklas Grabicki, Elisabeth Irran, Oliver Dumele, Johannes F. Teichert
Summary: In this study, a class of stable neutral homoaromatic molecules was successfully synthesized and their existence was confirmed by experimental evidence and computational analysis. Additionally, it was discovered that one of these molecules can undergo reversible photochemical rearrangement, acting as a photoswitch. These findings provide important insights into the study of homoconjugative interactions in organic molecules and the design of responsive molecular materials.
Article
Chemistry, Organic
Ina Remy-Speckmann, Birte M. Zimmermann, Mahadeb Gorai, Martin Lerch, Johannes F. Teichert
Summary: A protocol for mechanochemical synthesis of copper(I)/N-heterocyclic carbene complexes has been developed using cheap and readily available K3PO4 as base. This method is applicable to both simple and sophisticated copper(I)/N-heterocyclic carbene complexes, avoiding the use of silver(I) complexes and excessive solvents. The resulting bifunctional catalyst shows activity in various reduction/hydrogenation transformations.
BEILSTEIN JOURNAL OF ORGANIC CHEMISTRY
(2023)
Article
Chemistry, Organic
Trung Tran Ngoc, Jasper van der Welle, Tobias Rueffer, Teichert Johannes
Summary: We synthesized various stable neutral homoaromatic molecules and confirmed their homoaromatic character through bond length analysis and spectroscopic characteristics. The effects of substitution were investigated, and their reactivity with electrophiles was demonstrated. This study also showed initial approaches to further functionalization via cross-coupling, providing a general method for stable neutral homoaromatic hydrocarbon molecules.
SYNTHESIS-STUTTGART
(2023)
Article
Chemistry, Physical
Lea T. Brechmann, Benyapa Kaewmee, Johannes F. Teichert
Summary: A simple copper(I)-N-heterocyclic carbene complex enables a H-2 mediated C-C coupling reaction of internal alkynes and allylic chlorides with high selectivity. This catalytic protocol utilizes copper hydride catalysis with H-2 as the reducing agent, avoiding the need for stoichiometric organometallic reducing agents.
Article
Chemistry, Multidisciplinary
Trinadh Kaicharla, Birte M. Zimmermann, Martin Oestreich, Johannes F. Teichert
CHEMICAL COMMUNICATIONS
(2019)
Article
Chemistry, Multidisciplinary
Birte M. Zimmermann, Sarah C. K. Kobosil, Johannes F. Teichert
CHEMICAL COMMUNICATIONS
(2019)
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)