Article
Chemistry, Applied
William C. Spaller, Jennifer Q. Lu, Benjamin J. Stokes
Summary: In this study, a palladium-catalyzed deoxygenative transfer hydrogenation of ketones using B-2(OH)(4) as the sole additive was described. Deuterium labeling experiments with B-2(OD)(4) revealed that the incorporated protons exclusively originated from the diboron reagent. Spectroscopic evidence indicated the presence of a borate ester intermediate. This approach can be applied to deoxygenate various aromatic ketones.
ADVANCED SYNTHESIS & CATALYSIS
(2022)
Article
Chemistry, Physical
Seo Jin Yun, Jisu Kim, Eunsu Kang, Hoimin Jung, Hyun Tae Kim, Minkyu Kim, Jung Min Joo
Summary: The development of ligands and their roles in the catalytic cycle are crucial for achieving high efficiency and selectivity in nondirected transition-metal-catalyzed C-H functionalization. In this study, pyrazolopyridone (PzPyOH) ligands were developed for Pd-catalyzed perdeuteration and meta-selective alkenylation. The ligands facilitated C-H cleavage and enabled perdeuteration due to the incorporation of the 2-pyridone moiety, and the ligand properties allowed for selective functionalization of meta-positions in alkenylation.
Article
Chemistry, Physical
Seo Jin Yun, Jisu Kim, Eunsu Kang, Hoimin Jung, Hyun Tae Kim, Minkyu Kim, Jung Min Joo
Summary: The development of ligands and their role in catalytic cycles are essential for achieving high efficiency and selectivity in non-directed transition metal catalyzed C-H functionalization. In this study, a series of pyrazolopyridone (PzPyOH) ligands were designed for Pd-catalyzed perdeuteration and meta-selective alkenylation of arenes. The ligands incorporate a 2-pyridone moiety as an internal base, allowing for reversible C-H activation and enabling perdeuteration. The ligands also exhibit flexibility in binding to Pd, facilitating coordination with alkene coupling partners during alkenylation.
Article
Chemistry, Physical
Pavol Lopatka, Michal Gavenda, Martin Markovic, Peter Koos, Tibor Gracza
Summary: This work describes the total synthesis of jaspine B using highly diastereoselective Pd(II)-catalysed carbonylative cyclisation for the preparation of crucial intermediates. New conditions involving the use of pBQ/LiCl and Fe(CO)(5) were developed, and the application of a flow reactor in large-scale preparation of key lactones was demonstrated.
Article
Chemistry, Applied
Lei Cao, Syed Asad Abbas, Seo Hyeon Jeong, Dongho Seo, Ki Min Nam, Jin Kyoon Park
Summary: Selective reduction of nitro-containing arenes and heteroarenes was achieved using inexpensive NaBH4 as a hydrogen source and a newly developed Ni@N-C catalyst. The catalyst was obtained via a simple carbon coating process without the need for an external carbon source. A wide variety of nitro derivatives, including pharmaceutical molecules, were successfully reduced to the corresponding amines in yields ranging from 45% to 99%. The reactivity and selectivity of the nitro reduction were further enhanced by a continuous flow reaction system, resulting in gram-scale production of Osimertinib intermediate without any nickel metal contamination or silica gel chromatography purification.
ADVANCED SYNTHESIS & CATALYSIS
(2023)
Article
Chemistry, Multidisciplinary
Dina Schwarz G. Henriques, Elena Rojo-Wiechel, Sven Klare, Regine Mika, Sebastian Hoethker, Jonathan H. Schacht, Niklas Schmickler, Andreas Gansauer
Summary: This study presents a novel titanocene(III)-catalyzed deuterosilylation reaction, which can efficiently synthesize beta-deuterated anti-Markovnikov alcohols with excellent D-incorporation and high yield, providing a new strategy for drug precursor synthesis.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2022)
Article
Chemistry, Multidisciplinary
Jie Gao, Rui Ma, Lu Feng, Yuefeng Liu, Ralf Jackstell, Rajenahally V. Jagadeesh, Matthias Beller
Summary: This study introduces a general protocol for the selective hydrogenation and deuteration of alkenes, utilizing a specific nickel-graphitic shell-based core-shell-structured catalyst to achieve high yields of corresponding alkanes and deuterium-labeled alkanes at ambient conditions. The synthetic utility and practicability of this Ni-based hydrogenation protocol is demonstrated through gram-scale reactions and efficient catalyst recycling experiments.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2021)
Article
Chemistry, Physical
Alexandre Porcheron, Omar Sadek, Salem Ba Sowid, Nathalie Bridonneau, Laura Hippolyte, Dimitri Mercier, Philippe Marcus, Lukmonjon Mutalliev, Clement Chauvier, Corinne Chaneac, Louis Fensterbank, Francois Ribot
Summary: Significant progress has been made in stabilizing and functionalizing gold nanoparticles (AuNPs) using thiols and imidazolylidene N-heterocyclic carbene-capping ligands. This study introduces mesoionic carbene (MIC) ligands based on the 1,2,3-triazol-5-ylidene scaffold, which enables the efficient preparation of highly stable AuNPs through a simple one-pot protocol. The size of the AuNPs can be controlled by adjusting the Au/ligand ratio and the nature of the triazolium salts, facilitated by the easy synthesis of MIC precursors through click chemistry. Characterization using C-13 solid-state NMR and X-ray photoelectron spectroscopy confirms the presence of MICs exclusively on the surface of Au(0) nanoparticles.
CHEMISTRY OF MATERIALS
(2023)
Article
Chemistry, Multidisciplinary
Wen-Jie Kang, Bo Li, Meng Duan, Guangxing Pan, Weiqiang Sun, Aishun Ding, Yanbin Zhang, K. N. Houk, Hao Guo
Summary: The study found that using TfOH as a co-catalyst can tune the properties of TX to make it a photoredox catalyst with highly enhanced oxidative capability, successfully applied in the hydrogenation of alkenes.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(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
Cristian Cavedon, Sebastian Gisbertz, Susanne Reischauer, Sarah Vogl, Eric Sperlich, John H. Burke, Rachel F. Wallick, Stefanie Schrottke, Wei-Hsin Hsu, Lucia Anghileri, Yannik Pfeifer, Noah Richter, Christian Teutloff, Henrike Mueller-Werkmeister, Dario Cambie, Peter H. Seeberger, Josh Vura-Weis, Renske M. van der Veen, Arne Thomas, Bartholomaus Pieber
Summary: We demonstrate visible-light-mediated carbon-heteroatom cross-coupling reactions using a photoactive Ni(II) precatalyst. The activation of this precatalyst involves an initial intraligand charge transfer event triggered by visible light irradiation. Additionally, a porous, recyclable organic polymer for heterogeneous nickel catalysis of cross-coupling reactions is obtained through ligand polymerization.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2022)
Review
Chemistry, Organic
Jianxiao Li, Dan He, Zidong Lin, Wanqing Wu, Huanfeng Jiang
Summary: Palladium complexes exhibit remarkable catalytic activity in alkyne chemistry, allowing for the assembly of structurally diverse organic functional molecules from readily available feedstocks. The N-heterocyclic carbene-palladium catalytic system is considered one of the most efficient and precise synthetic methodologies due to its strong sigma-donating and weaker pi-accepting abilities.
ORGANIC CHEMISTRY FRONTIERS
(2021)
Article
Multidisciplinary Sciences
Yuting Zhou, Joaquin Rodriguez-Lopez, Jeffrey S. Moore
Summary: Post-consumer plastic waste has prompted the development of deconstruction methods to recover valuable substances, but depolymerization of highly crystalline engineering thermoplastics remains challenging. In this study, the authors demonstrate the electrochemical depolymerization of polyoxymethylene into repolymerizable monomer under ambient conditions. Through various experiments, they uncover the heterogeneous electro-mediated acid depolymerization mechanism and the dual role of the co-solvent HFIP. This research highlights the potential of electromediated depolymerization in sustainable chemistry by merging renewable energy and circular plastic economy concepts.
NATURE COMMUNICATIONS
(2023)
Review
Biochemistry & Molecular Biology
Juliano B. Azeredo, Filipe Penteado, Vanessa Nascimento, Luca Sancineto, Antonio L. Braga, Eder Joao Lenardao, Claudio Santi
Summary: This review highlights the applications of organoselenium compounds in biology, medicine, and material sciences, as well as the potential to synthesize them through environmentally sustainable methods.
Article
Chemistry, Multidisciplinary
Marta Pytlarczyk, Jakub Herman, Michal Czerwinski, Yuki Arakawa, Hideto Tsuji, Przemyslaw Kula
Summary: This paper introduces a method for synthesizing deuterated liquid crystals using a continuous flow system, and demonstrates through experiments and theoretical calculations that deuterium-labeled liquid crystals exhibit increased photochemical stability. The physical and chemical properties of deuterated and non-labeled liquid crystals are also compared.
Article
Chemistry, Multidisciplinary
Zsofia Hegedues, Ildiko Makra, Norbert Imre, Anasztazia Hetenyi, Istvan M. Mandity, Eva Monostori, Tamas A. Martinek
CHEMICAL COMMUNICATIONS
(2016)
Article
Chemistry, Multidisciplinary
Istvan M. Mandity, Sandor B. Otvos, Gyorgy Szolosi, Ferenc Fulop
Article
Chemistry, Organic
Beata Fekete, Marta Palko, Istvan Mandity, Matti Haukka, Ferenc Fulop
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
(2016)
Article
Clinical Neurology
Gabor Veres, Annamaria Fejes-Szabo, Denes Zadori, Gabor Nagy-Grocz, Anna M. Laszlo, Attila Bajtai, Istvan Mandity, Marton Szentirmai, Zsuzsanna Bohar, Klaudia Laborc, Istvan Szatmari, Ferenc Fulop, Laszlo Vecsei, Arpad Pardutz
JOURNAL OF NEURAL TRANSMISSION
(2017)
Article
Biochemistry & Molecular Biology
Mikko Laitaoja, Sari Isoniemi, Jarkko Valjakka, Istvan M. Mandity, Janne Janis
Article
Chemistry, Multidisciplinary
Tamas Sipocz, Laszlo Lengyel, Gellert Sipos, Laszlo Kocsis, Gyorgy Dorman, Richard V. Jones, Ferenc Darvas
JOURNAL OF FLOW CHEMISTRY
(2016)
Article
Chemistry, Multidisciplinary
Melinda Fekete, Laszlo Kocsis, Gyorgy Dorman, Richard V. Jones, Ferenc Darvas
GREEN PROCESSING AND SYNTHESIS
(2016)
Article
Clinical Neurology
Reza Samavati, Ferenc Zador, Edina Szucs, Bernadett Tuka, Diana Martos, Gabor Veres, Robert Gaspar, Istvan M. Mandity, Ferenc Fulop, Laszlo Vecsei, Sandor Benyhe, Anna Borsodi
JOURNAL OF THE NEUROLOGICAL SCIENCES
(2017)
Review
Thermodynamics
B. Endrodi, G. Bencsik, F. Darvas, R. Jones, K. Rajeshwar, C. Janaky
PROGRESS IN ENERGY AND COMBUSTION SCIENCE
(2017)
Article
Chemistry, Multidisciplinary
Istvan M. Mandity, Imane Nekkaa, Gabor Paragi, Ferenc Fulop
Article
Chemistry, Multidisciplinary
Aliz Szloszar, Ferenc Fulop, Istvan M. Mandity
Editorial Material
Chemistry, Multidisciplinary
Richard Jones, Ferenc Darvas, Csaba Janaky
NATURE REVIEWS CHEMISTRY
(2017)
Review
Toxicology
H. Kalasz, S. M. Nurulain, G. Veress, S. Antus, F. Darvas, E. Adeghate, A. Adem, F. Hashemi, K. Tekes
JOURNAL OF APPLIED TOXICOLOGY
(2015)
Article
Biochemistry & Molecular Biology
Andras Gy. Nemeth, Renata Szabo, Gyorgy Orsy, Istvan M. Mandity, Gyorgy M. Keseru, Peter Abranyi-Balogh
Summary: The study developed a convenient continuous-flow procedure for synthesizing thioureas by using an aqueous polysulfide solution, allowing for the application of sulfur under homogeneous and mild conditions. The crystallized products were isolated by simple filtration, with the sulfur retained in the mother liquid.
Review
Biochemistry & Molecular Biology
Lorand Kiss, Istvan M. Mandity, Ferenc Fulop
Article
Chemistry, Organic
Geeta Devi Yadav, Pooja Chaudhary, Balaram Pani, Surendra Singh
Summary: Chiral transition metal complexes with privileged ligands are efficient catalysts for various asymmetric organic transformations. Transition metal complexes of C1-symmetric pyrrolidine-based ligands have been widely used in asymmetric organic reactions. However, a comprehensive review article on the transition metal complexes of chiral C1-symmetric pyrrolidine-based ligands derived from (L)-proline has not been published.
TETRAHEDRON LETTERS
(2024)
