Article
Chemistry, Multidisciplinary
Kananat Naksomboon, Enrique Gomez-Bengoa, Jaya Mehara, Jana Roithova, Edwin Otten, M. Angeles Fernandez-Ibanez
Summary: Pd-catalyzed C-H functionalization reactions of non-directed substrates have emerged as a promising alternative to the use of directing groups. A new type of S,O-ligand has been found to be highly efficient in promoting Pd-catalyzed C-H olefination reactions of non-directed arenes, although its role in the process was unclear. Through various mechanistic tools, it was discovered that C-H activation is the rate-determining step and the S,O-ligand triggers the formation of more reactive Pd cationic species, explaining the observed acceleration of the reaction. These findings provide important insights into the role of the S,O-ligand in promoting Pd-catalyzed C-H functionalization reactions.
Article
Materials Science, Multidisciplinary
Fajar Pambudi, Niko Prasetyo
Summary: This study utilized periodic density functional theory to investigate the structure and properties of HEU-type zeolite, revealing stable distribution of aluminum atoms and preferred locations for aromatic compound adsorption, while also predicting a non-Lowenstein structure for the first time.
MATERIALS TODAY COMMUNICATIONS
(2021)
Article
Chemistry, Physical
Zheng-Wang Qu, Hui Zhu, Stefan Grimme
Summary: The study on catalytic aromatic chlorination using N-chlorosuccinimides under mild conditions has revealed a novel catalytic mechanism and highlighted the potential role of O=SMe(2) as efficient Cl(+) and H(+) shuttles in the reaction. These mechanistic insights can aid in the rational design of novel dual functional halonium transfer catalysts.
Article
Chemistry, Organic
Ce Liu, Yuke Li, Wei-Yu Shi, Ya-Nan Ding, Nian Zheng, Hong-Chao Liu, Yong-Min Liang
Summary: The new Pd-catalyzed Tsuji-Trost-type/Heck reaction provides an efficient pathway for accessing benzannulated medium-sized rings. The substrate aryl iodide has two oxidative addition sites, with the allyl-oxygen bond being preferred for chemoselective oxidative addition. Aziridine plays a key role in the reaction mechanism.
Article
Chemistry, Organic
Xingwei Cai, Yang Shen, Wei Li, Wentao Zhan, Fanjun Zhang, Chen Xu, Heng Song
Summary: In this study, an efficient tungsten-catalyzed homogeneous system was developed for the selective synthesis of various azoaromatics, azoxyaromatics, and 2-substituted indolone N-oxides from anilines. This was achieved by regulating the reaction solvent with peroxide as a terminal oxidant under additive-free conditions. These findings not only provide an experimental framework for exploring tungsten catalysis in organic synthesis but also offer an efficient and convenient tactic for the selective oxidation of anilines.
Article
Energy & Fuels
Miriam Arabiourrutia, Gmar Bensidhom, Maider Bolanos, Aida Ben Hassen Trabelsi, Martin Olazar
Summary: The degradation products of date palm seeds through thermal and catalytic pyrolysis were analyzed and characterized. Thermal pyrolysis was carried out at temperatures ranging from 450-600°C, while catalytic pyrolysis was performed using HZSM-5 zeolite as catalyst at 450°C with different catalyst/biomass ratios. The study found that acids, ketones, furans, and anhydrosugars were the most abundant compounds in the condensable fraction of thermal pyrolysis, with their relative content remaining relatively constant with increasing temperature. The HZSM-5 zeolite had a significant impact on the product distribution in catalytic pyrolysis, resulting in higher hydrocarbon yields, particularly aromatics, and lower yields of oxygenate compounds compared to thermal cracking.
JOURNAL OF THE ENERGY INSTITUTE
(2023)
Article
Chemistry, Physical
Eman Abdelraheem, Emely Jockmann, Jianyu Li, Stefan Guenther, Jennifer N. Andexer, Peter-Leon Hagedoorn, Ulf Hanefeld
Summary: S-Adenosyl-L-methionine (SAM)-dependent methyltransferases (MTs) are a group of enzymes that are highly chemoselective and can be grouped into different types. In this study, three OMTs, RnCOMT, MxSafC, and PpCaOMT, were found to have a new function in accepting different aromatic thiol substrates and achieving full conversion.
Article
Chemistry, Physical
Philipp N. Plessow, Annika E. Enss, Philipp Huber, Felix Studt
Summary: The pairing mechanism of the aromatic cycle of the hydrocarbon pool is reinvestigated using quantum chemical calculations, and a modified mechanism is proposed to avoid the formation of antiaromatic intermediates.
CATALYSIS SCIENCE & TECHNOLOGY
(2022)
Article
Chemistry, Multidisciplinary
Remi Beucher, Vasile Hulea, Claudia Cammarano
Summary: A kinetic study of ethylene oligomerization on mesoporous 2 wt% Ni-AlKIT-6 was conducted in a fixed bed flow reactor. The main products identified were n-butenes and hexenes. The proposed Cossee-Arlman coordination-insertion mechanism explained the formation of these primary products. An activation energy and global kinetic order were determined, suggesting that ethylene insertion into the metal-alkyl bond is the kinetically limiting step.
REACTION CHEMISTRY & ENGINEERING
(2021)
Article
Chemistry, Multidisciplinary
L. Reginald Mills, David Gygi, Eric M. Simmons, Steven R. Wisniewski, Junho Kim, Paul J. Chirik
Summary: The mechanism of phenoxyimine (FI)-cobalt-catalyzed C(sp(2))-C(sp(3)) Suzuki-Miyaura cross-coupling was studied using kinetic measurements and catalytic and stoichiometric experiments. Dimeric (FI) cobalt(II) bromide complexes were isolated and characterized, and one complex was used as a single-component precatalyst for the cross-coupling reaction. The involvement of boronate intermediates in transmetalation was confirmed by Hammett studies of aryl boronic esters. A cobalt(II)/cobalt(III) catalytic cycle was proposed that proceeds through a boronate-type mechanism.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
(2023)
Article
Chemistry, Organic
Daisuke Mishima, Haruka Nakanishi, Yui Tsuboi, Yusho Kishimoto, Yohei Yamanaka, Ai Harada, Masahiro Togo, Yuto Yamada, Masahiro Muraoka, Michihisa Murata
Summary: This study reports a domino-type multiple C-H functionalization of tetracene with molecular benzene, forming eight C-C bonds through oxidative cross-dehydrogenative coupling without the mediation of a metal catalyst or a specific substituent.
Article
Chemistry, Multidisciplinary
Colton R. Davis, Yue Fu, Peng Liu, Joseph M. Ready
Summary: This article investigates the catalytic role of iridium (phosphoramidite) complexes in a three-component coupling reaction and reveals its mechanism and selectivity. Analyzing the stereochemistry of the products provides insight into the transition state and concerted pathway of the addition. Kinetic analysis reveals the order dependence of the reaction. Comparison with other nucleophiles is made by studying the parameters of the alkenyl boronate complexes. DFT calculations show that the mechanism of the reaction is concerted and the stereoselectivity is determined by ligand-substrate steric repulsions and dispersion interactions.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
(2022)
Article
Chemistry, Multidisciplinary
Rene S. Bitsch, Nicolaj Inunnguaq Jessen, Karl Anker Jorgensen
Summary: Cycloadditions are important reactions in materials science for constructing polycyclic aromatic and heteroaromatic compounds. Recent developments in organocatalysis have allowed for the control of cycloadditions involving an extended number of pi-electrons. This field, known as higher-order cycloadditions, enables the synthesis of polycyclic carbo- and heteroaromatic compounds in two or three dimensions.
CHEMISTRY-A EUROPEAN JOURNAL
(2023)
Article
Chemistry, Organic
Jia-Liang Zhu, Yi-Ting Tsai
Summary: The study reports a rhodium(II)-catalyzed aerobic decomposition process for converting 1,3-diaryl-2-diazo-1,3-diketones into 1,2-diaryl-1,2-diketones (benzils) and synthesizing a variety of benzil derivatives. The proposed mechanism is supported by a series of controlled experiments.
JOURNAL OF ORGANIC CHEMISTRY
(2021)
Article
Chemistry, Multidisciplinary
Hong Lv, Xinchao Wang, Yanzhao Hao, Chao Ma, Shangda Li, Gang Li, Jian Zhang
Summary: A new method for carboxylation of unactivated sp(2) C-H bonds with CO2 was reported using a rhodium catalyst, generating a series of ferrocene-embedded lactones that are important molecular skeletons in pharmaceuticals and ligands. The first example of asymmetric C-H carboxylation with CO2 was achieved with a chiral NHC ligand, demonstrating moderate enantioselectivity. Preliminary mechanistic experiments revealed bivalent rhodium as the active catalyst, and a reasonable catalytic cycle was proposed.
Article
Chemistry, Physical
Matteo Signorile, Daniel Rojo-Gama, Francesca Bonino, Pablo Beato, Stian Svelle, Silvia Bordiga
PHYSICAL CHEMISTRY CHEMICAL PHYSICS
(2018)
Article
Chemistry, Applied
Matteo Signorile, Daniel Rojo Gama, Francesca Bonino, Stian Svelle, Pablo Beato, Silvia Bordiga
Article
Chemistry, Applied
K. A. Lomachenko, A. Martini, D. K. Pappas, C. Negri, M. Dyballa, G. Berlier, S. Bordiga, C. Lamberti, U. Olsbye, S. Svelle, P. Beato, E. Borfecchia
Article
Chemistry, Physical
Dimitrios K. Pappas, Elisa Borfecchia, Michael Dyballa, Kirill A. Lomachenko, Andrea Martini, Gloria Berlier, Bjornar Arstad, Carlo Lamberti, Silvia Bordiga, Unni Olsbye, Stian Svelle, Pablo Beato
Article
Chemistry, Physical
Julian Holzinger, Malte Nielsen, Pablo Beato, Rasmus Yding Brogaard, Carlo Buono, Michael Dyballa, Hanne Falsig, Jorgen Skibsted, Stian Svelle
JOURNAL OF PHYSICAL CHEMISTRY C
(2019)
Article
Chemistry, Physical
Michael Dyballa, Dimitrios K. Pappas, Karoline Kvande, Elisa Borfecchia, Bjornar Arstad, Pablo Beato, Unni Olsbye, Stian Svelle
Article
Chemistry, Applied
Dimitrios K. Pappas, Elisa Borfecchia, Kirill A. Lomachenko, Andrea Lazzarini, Emil S. Gutterod, Michael Dyballa, Andrea Martini, Gloria Berlier, Silvia Bordiga, Carlo Lamberti, Bjornar Arstad, Unni Olsbye, Pablo Beato, Stian Svelle
TOPICS IN CATALYSIS
(2019)
Article
Chemistry, Physical
Michael Dyballa, Knut Thorshaug, Dimitrios K. Pappas, Elisa Borfecchia, Karoline Kvande, Silvia Bordiga, Gloria Berlier, Andrea Lazzarini, Unni Olsbye, Pablo Beato, Stian Svelle, Bjornar Arstad
Article
Chemistry, Multidisciplinary
Emil S. Gutterod, Andrea Lazzarini, Torstein Fjermestad, Gurpreet Kaur, Maela Manzoli, Silvia Bordiga, Stian Svelle, Karl P. Lillerud, Egill Skulason, Sigurd Oien-Odegaard, Ainara Nova, Unni Olsbye
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
(2020)
Article
Chemistry, Applied
Farnoosh Goodarzi, Irene Pinilla Herrero, Georgios N. Kalantzopoulos, Stian Svelle, Andrea Lazzarini, Pablo Beato, Unni Olsbye, Soren Kegnaes
MICROPOROUS AND MESOPOROUS MATERIALS
(2020)
Article
Chemistry, Physical
Karoline Kvande, Dimitrios K. Pappas, Michael Dyballa, Carlo Buono, Matteo Signorile, Elisa Borfecchia, Kirill A. Lomachenko, Bjornar Arstad, Silvia Bordiga, Gloria Berlier, Unni Olsbye, Pablo Beato, Stian Svelle
Article
Chemistry, Physical
A. Molino, J. Holzinger, K. A. Lukaszuk, D. Rojo-Gama, A. E. Gunnaes, J. Skibsted, L. F. Lundegaard, S. Svelle, P. Beato, S. Bordiga, K. P. Lillerud
CATALYSIS SCIENCE & TECHNOLOGY
(2019)
Article
Chemistry, Physical
Malte Nielsen, Anders Hafreager, Rasmus Yding Brogaard, Kristof De Wispelaere, Hanne Falsig, Pablo Beato, Veronique Van Speybroeck, Stian Svelle
CATALYSIS SCIENCE & TECHNOLOGY
(2019)
Meeting Abstract
Chemistry, Multidisciplinary
Magnus Morten, Lukasz Mentel, Andrea Lazzarini, Ilia Pankin, Carlo Lamberti, Silvia Bordiga, Valentina Crocella, Stian Svelle, Karl-Petter Lillerud, Unni Olsbye
ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY
(2018)
Article
Chemistry, Physical
Magnus Morten, Lukasz Mentel, Andrea Lazzarini, Ilia A. Pankin, Carlo Lamberti, Silvia Bordiga, Valentina Crocella, Stian Svelle, Karl Petter Lillerud, Unni Olsbye