Article
Chemistry, Multidisciplinary
Chisato Wata, Takuya Hashimoto
Summary: Metal-free, catalytic enantioselective intermolecular oxyamination of alkenes is achieved using organoiodine(I/III) chemistry. The reaction shows high enantioselectivity and electronically controlled regioselectivity with aryl- and alkyl-substituted alkenes. Key to the success is the discovery of N-(fluorosulfonyl) carbamate as a bifunctional N,O-nucleophile, allowing easy deprotection to yield free amino alcohols without loss of enantioselectivity.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
(2021)
Article
Environmental Sciences
Jakub Trawinski, Robert Skibinski
Summary: This study investigated the photochemical fate of the organoiodine compound - amiodarone. The results showed that the drug is highly susceptible to UV-Vis irradiation, especially in the presence of humic substances and organic matrix. Twelve transformation products (TPs), most of which were previously unreported, were identified through qualitative LC-MS analysis. Four major TPs were found to be more toxic than the parent compound, with phenolic TPs being approximately 100 times more toxic than amiodarone. In silico models were unable to accurately predict the toxic properties and trends of the studied compounds, highlighting the need for experimental validation.
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
Debdeep Mandal, T. Ilgin Demirer, Tetiana Sergeieva, Bernd Morgenstern, Haakon T. A. Wiedemann, Christopher W. M. Kay, Diego M. Andrada
Summary: Nucleophilic low-valent Al-I aluminyl anions have been found to undergo oxidative additions to the benzene ring, rather than C-H bond activation. By electron reduction of a ligand stabilized precursor in benzene, a double addition to the benzene ring occurs, resulting in the formation of cyclohexa-1,3(orl,4)-dienes. X-ray crystallographic analysis, EPR spectroscopy, and DFT results confirm the involvement of a stable Al-II radical intermediate in this reaction, which is attributed to a rigid scaffold and strong steric protection.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2023)
Article
Engineering, Environmental
Juanshan Du, Kitae Kim, Seungwoo Son, Donglai Pan, Sunghwan Kim, Wonyong Choi
Summary: In this study, we investigated the oxidation of iodide by different types of manganese dioxides (??- MnO2, ??-MnO2, and ??-MnO2) in frozen and aqueous solutions. The results show that in frozen environments, a heterogeneous reaction produces reactive iodine (RI), which gradually transforms into iodate or iodide upon thawing depending on the types of manganese dioxides. Additionally, iodination of fulvic acid by I???/MnO2 was observed in both aqueous and frozen solutions, with higher yields of organoiodine compounds (OICs) obtained in frozen solution.
ENVIRONMENTAL SCIENCE & TECHNOLOGY
(2023)
Article
Chemistry, Physical
Aadil Bathla, Kumar Vikrant, Deepak Kukkar, Ki-Hyun Kim
Summary: This article describes the application of metal oxide composites as photocatalysts in the treatment of hazardous volatile organic pollutants in air. The article focuses on the mechanism and performance evaluation of titanium dioxide-based photocatalysts for the oxidation of benzene, and compares the efficiency of different material composites.
ADVANCES IN COLLOID AND INTERFACE SCIENCE
(2022)
Article
Chemistry, Multidisciplinary
Kyle G. G. Pearce, Michael S. S. Hill, Mary F. F. Mahon
Summary: Reaction of BeCl2 with dilithium diamide yields the dimeric chloroberyllate, leading to the formation of a 2-coordinate beryllium amide. Reduction of the beryllium amide using lithium or sodium in benzene produces relevant organoberyllate products, likely through transient Be(i) radicals.
CHEMICAL COMMUNICATIONS
(2023)
Article
Biochemistry & Molecular Biology
Hideyasu China, Nami Kageyama, Hotaka Yatabe, Naoko Takenaga, Toshifumi Dohi
Summary: A convenient method for preparing nonexplosive cyclic hypervalent iodine(III) oxidants using Oxone(R) in aqueous solution at room temperature has been reported. The obtained 2-iodosobenzoic acids (IBAs) can serve as precursors for other cyclic organoiodine(III) derivatives, providing excellent yields without contamination by hazardous pentavalent iodine(III) compounds.
Article
Biology
Chrats Melkonian, Lucas Fillinger, Siavash Atashgahi, Ulisses Nunes da Rocha, Esther Kuiper, Brett Olivier, Martin Braster, Willi Gottstein, Rick Helmus, John R. Parsons, Hauke Smidt, Marcelle van der Waals, Jan Gerritse, Bernd W. Brandt, Wilfred F. M. Roeling, Douwe Molenaar, Rob J. M. van Spanning
Summary: Researchers used metagenomics and transcriptomics to study microbial dynamics in a 15-year old bioreactor with benzene as the main carbon source. Their findings revealed that most members of the microbial community likely feed on metabolic leftovers or necromass, while only a few are capable of degrading benzene. These benzene degraders are essential for maintaining species richness and ecosystem stability within the community.
COMMUNICATIONS BIOLOGY
(2021)
Article
Construction & Building Technology
Payam Hosseini, Amie McElroy, Detlef R. U. Knappe, Mohammed Gabr, Mohammad Pour-Ghaz
Summary: This paper aims to measure the diffusion coefficients of benzene and PCE in cement paste and also the free diffusion coefficients of VOCs in simulated pore solution. The results show that the diffusion coefficients of VOCs decrease with decreasing w/c due to reduced porosity, increased tortuosity of the pore network, and increased ionic strength of the pore solution. Among all models, the phenomenological model provides the most accurate estimates.
CONSTRUCTION AND BUILDING MATERIALS
(2022)
Article
Chemistry, Physical
Tao He, Xiang-Jing Kong, Zhen-Xing Bian, Yong-Zheng Zhang, Guang-Rui Si, Lin-Hua Xie, Xue-Qian Wu, Hongliang Huang, Ze Chang, Xian-He Bu, Michael J. Zaworotko, Zuo-Ren Nie, Jian-Rong Li
Summary: Porous physisorbents are attractive candidates for the removal of volatile organic compounds. In this study, a double-walled metal-organic framework demonstrated high affinity and adsorption capacity towards benzene at low pressures. The findings provide insights into the development of recyclable physisorbents for environmental remediation.
Article
Chemistry, Multidisciplinary
Yuan-Yang Guo, Ze-Hua Tian, Chunhua Ma, Yu-Chen Han, Dachang Bai, Zhiyong Jiang
Summary: This study presents a mild-condition benzene ring contraction reaction mediated by an engineered nonheme diiron N-oxygenase, which leads to the discovery of two potent antitumor compounds from the ring-contracted products.
Article
Nanoscience & Nanotechnology
Kevin Dedecker, Martin Drobek, Vincent Rouessac, Anne Julbe
Summary: This study compares the adsorption properties and selectivity of two isostructural metal-organic frameworks (MOFs), [Cu(2-pymo)2]n and [Pd(2-pymo)2]n, for linear, cyclic, and aromatic volatile organic compounds (VOCs). Experimental and computational investigations show that the MOF with palladium as the metal center has stronger affinity for aromatic compounds compared to copper. Additionally, the [Pd(2-pymo)2]n MOF exhibits preferential adsorption of benzene over toluene due to steric hindrance effects.
ACS APPLIED MATERIALS & INTERFACES
(2023)
Article
Multidisciplinary Sciences
Rammyani Bagchi, Rachel Tinker-Kulberg, Mohammad Salehin, Tinku Supakar, Sydney Chamberlain, Ayalew Ligaba-Osena, Eric A. Josephs
Summary: This study developed a strategy to design polyvalent gRNAs that can simultaneously target multiple viral sites with high activity, leading to superior antiviral elimination in higher organisms.
Article
Chemistry, Physical
Tsuyoshi Sugita, Masanobu Mori, Naofumi Kozai
Summary: It was found that photocatalysis can be used to unify iodine species in water contaminated by nuclear accidents, enabling the efficient removal of radioactive iodine. The crystal phase of the Pt-TiO2 catalyst and the solution pH have significant effects on the photocatalytic reactions of iodide, iodate, and o-iodobenzoic acid. Under alkaline conditions (pH 12 or higher), anatase Pt-TiO2 converts the mixture of iodide and iodate to iodate, while anatase/rutile mixed-phase Pt-TiO2 converts the mixture of iodine species to iodide at pH 9 or 10. Regardless of the type of Pt-TiO2, iodine in o-iodobenzoic acid is mineralized to iodide under alkaline conditions. This photocatalytic treatment shows promising potential for efficient removal of iodine species.
JOURNAL OF PHOTOCHEMISTRY AND PHOTOBIOLOGY A-CHEMISTRY
(2023)
Article
Chemistry, Inorganic & Nuclear
Louis R. Pignotti, Rudy L. Luck, Nihal Deligonul, John D. Protasiewicz, Kevin E. Johnson, Lillian P. Nguyen, Eugenijus Urnezius
INORGANICA CHIMICA ACTA
(2015)
Article
Chemistry, Inorganic & Nuclear
Shanshan Wu, Arnold L. Rheingold, James A. Golen, Alexandra B. Grimm, John D. Protasiewicz
EUROPEAN JOURNAL OF INORGANIC CHEMISTRY
(2016)
Article
Chemistry, Inorganic & Nuclear
Alexandra B. Grimm, Sloane Evariste, Arnold L. Rheingold, Curtis E. Moore, John D. Protasiewicz
JOURNAL OF ORGANOMETALLIC CHEMISTRY
(2017)
Article
Chemistry, Inorganic & Nuclear
Robert J. Gilliard, Dominikus Heift, Zoltan Benko, Jerod M. Keiser, Arnold L. Rheingold, Hansjorg Grutzmacher, John D. Protasiewicz
DALTON TRANSACTIONS
(2018)
Article
Chemistry, Physical
Sunandan Sarkar, John D. Protasiewicz, Barry D. Dunietz
JOURNAL OF PHYSICAL CHEMISTRY LETTERS
(2018)
Editorial Material
Multidisciplinary Sciences
John D. Protasiewicz
Article
Chemistry, Multidisciplinary
Shanshan Wu, Arnold L. Rheingold, John D. Protasiewicz
CHEMICAL COMMUNICATIONS
(2014)
Review
Chemistry, Inorganic & Nuclear
Viktor V. Zhdankin, John D. Protasiewicz
COORDINATION CHEMISTRY REVIEWS
(2014)
Article
Chemistry, Multidisciplinary
Jerod M. Kieser, Zacharias J. Kinney, Joshua R. Gaffen, Sloane Evariste, Alexandra M. Harrison, Arnold L. Rheingold, John D. Protasiewicz
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
(2019)
Article
Chemistry, Inorganic & Nuclear
Guobi Li, Arnold L. Rheingold, John D. Protasiewicz
Summary: This study explores the impact of remote substituents on select families of HVI compounds to achieve predictable two-dimensional extended solid-state materials. Crystallographic analyses of various classes of HVI compounds provide insights into how different substituents and carboxylate groups can affect intermolecular interactions in the solid state.
INORGANIC CHEMISTRY
(2021)
Article
Chemistry, Inorganic & Nuclear
Alexandra B. Grimm, Kai Wang, Arnold L. Rheingold, Curtis E. Moore, Denes Szieberth, Laszlo Nyulaszi, John D. Protasiewicz
Summary: The palladium Suzuki-Miyaura coupling reactions of p-tolylboronic acid and 2-(BrC6H4)-1,3-benzoxaphosphole did not result in the anticipated product, indicating the formation of labile metal complexes with unusual bridging mu(2)-P-BOP bonding modes. Computational studies show that these dimeric complexes can dissociate easily, even when the P=C double bonds are protected by coordination to tungsten pentacarbonyl. Furthermore, under similar conditions, the Ar-BOP units resist CC coupling and instead yield unusual products with CsOH adding across the P=C bonds.
Article
Chemistry, Inorganic & Nuclear
Zakary T. Ekstrom, Arnold L. Rheingold, John D. Protasiewicz
Summary: Two bis(benzoxaphosphole)s were synthesized and characterized, with one compound exhibiting flexibility in structure and blue fluorescence, while the other compound showed no significant emission due to the quenching ability of ferrocene in its excited state.
PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS
(2022)
Article
Chemistry, Inorganic & Nuclear
Emalyn Delgado Rosario, Michael F. Rectenwald, Joshua R. Gaffen, Arnold L. Rheingold, John D. Protasiewicz
Summary: The new bifunctional salts were prepared from the phosphorus(v)-containing chelating ligand H-2-DPN and characterized using various spectroscopic techniques. Both H-2-DPN and Li[B(DPN)(2)] were structurally characterized by X-ray crystallographic methods. These salts are related to materials being examined for use in electrolyte solutions for lithium-ion battery (LIB) applications.
DALTON TRANSACTIONS
(2021)
Article
Chemistry, Multidisciplinary
Robert J. Gilliard, Riccardo Suter, Erik Schrader, Zoltan Benko, Arnold L. Rheingold, Hansjorg Grutzmacher, John D. Protasiewicz
CHEMICAL COMMUNICATIONS
(2017)
Article
Chemistry, Multidisciplinary
Jerod M. Kieser, Robert J. Gilliard, Arnold L. Rheingold, Hansjorg Grutzmacher, John D. Protasiewicz
CHEMICAL COMMUNICATIONS
(2017)
Article
Chemistry, Organic
Fuying Zhu, Yamei Lin
Summary: In this study, a low-metal iron-supported catalyst (Fe20/NC-Mg) was reported for the efficient synthesis of quinoxaline compounds, using water as a solvent and without additional bases. The synergistic effect of FeNx site and Mg (OH)2 nanorods in the catalyst played a key role in achieving high yields (82-91%) in 16 examples. The gram-level synthesis and reusability of the catalysts after four cycles demonstrated its industrial application potential.
Article
Chemistry, Organic
Mikhail Kozlov, Alexey Tyurin, Andrey Dmitrenok, Vyacheslav Rusak, Aleksander Fedorov, Igor Zavarzin, Yulia Volkova
Summary: This study presents a novel and practical synthesis method for phosphorus-substituted 1,3,4-thiadiazolines using phosphorylthioformic acid hydrazides and ketones. The protocol demonstrates operational simplicity, availability of reagents, and tolerance towards different functional groups.
Article
Chemistry, Organic
Jisna Jose, Thomas Mathew
Summary: 2-Cyclopentenone and its derivatives are highly esteemed synthetic intermediates with exceptional utility in organic synthesis. They are favored structural motifs in numerous pharmaceutical drugs and natural products, highlighting their significance. The review discusses the various methods used to synthesize cyclopentenones from 2016 to 2023.
