Article
Chemistry, Organic
Ajay Sharma, Satyendra Kumar Pandey
Summary: A simple, flexible and efficient organocatalyzed synthetic approach for the synthesis of (-)-trans-, (+)-trans- and (+)-cis-disparlures has been described. The key reaction sequence includes organocatalyzed asymmetric Jorgensen epoxidation, Wittig olefination, migration of epoxide and Mitsunobu inversion reaction. Excellent enantiomeric purity (>= 99%) was achieved during the synthesis of disparlure enantiomers by the Jorgensen epoxidation key step.
ORGANIC & BIOMOLECULAR CHEMISTRY
(2023)
Article
Chemistry, Organic
Elley E. Rudebeck, Trent D. Ashton, Adam F. Henwood, Thorfinnur Gunnlaugsson, Frederick M. Pfeffer
Summary: In this study, the synthesis of 1,8-naphthalimides functionalised as the 3,4-dihydroxy-1,8-naphthalimide (catechol, Nap-Cat) and the corresponding 15-crown-5 (Nap-Crown) is reported. These compounds are the first examples where these two recognition groups are directly incorporated into the 1,8-naphthalimide ring system. The evaluation of Nap-Cat and Nap-Crown showed slow oxidation for Nap-Cat upon prolonged exposure to H2O2, while no significant changes in photophysical properties were observed for Nap-Crown upon treatment with metal ions.
ORGANIC & BIOMOLECULAR CHEMISTRY
(2023)
Article
Chemistry, Multidisciplinary
Aleksi Sahari, Cuong Dat Do, Jere K. Mannisto, Emanuele Antico, Angelo Amaratunga, Kathrin H. Hopmann, Timo Repo
Summary: In this study, we report a Ti(OiPr)(4)-mediated multicomponent reaction that produces 3,4-substituted cis-delta-lactones from alkyl magnesium chloride, benzaldehyde, and CO2. A computational analysis reveals that the insertion of carbon dioxide and aldehyde proceeds through an inner-sphere mechanism.
CHEMICAL COMMUNICATIONS
(2022)
Article
Agriculture, Multidisciplinary
Elisabeth Koch, Ariane Loewen, Sharline Nikolay, Ina Willenberg, Nils Helge Schebb
Summary: New parameters related to the condition of frying oils were discovered by studying the oxidation products of fatty acids during deep-frying.
JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY
(2023)
Article
Chemistry, Inorganic & Nuclear
Milyausha F. Galimova, Temurbek A. Begaliev, Ekaterina M. Zueva, Svetlana A. Kondrashova, Shamil K. Latypov, Alexey B. Dobrynin, Ilya E. Kolesnikov, Rustem R. Musin, Elvira Musina, Andrey A. Karasik
Summary: This study focuses on the synthesis, structural, and photophysical characterization of platinum dihalogenide complexes with different 10-(aryl)phenoxarsine ligands. The structures of the complexes were determined using various techniques, with the cis/trans isomerism in solution studied using NMR spectroscopy. In the solid state, platinum diiodide trans complexes exhibited intense orange-red emission under UV irradiation, which was attributed to a metal halide-centered triplet state. The UV/vis absorption and emission properties were rationalized through density functional theory (DFT) and time-dependent DFT calculations.
INORGANIC CHEMISTRY
(2021)
Article
Chemistry, Organic
Iljin Shin, Hongjun Jang, Soo Yeon Kwak, Youngjik Park, Dongjoo Lee, Hyoungsu Kim, Deukjoon Kim
Summary: The highly stereoselective construction of C2-symmetric cis,cis- and trans,trans-2,6-dioxabicyclo[3.3.0]octane (fused bis-tetrahydrofuran) skeletons has been accomplished via a novel stereodivergent double intramolecular amide enolate alkylation. This methodology has provided access to substrate-controlled concise total syntheses of (+)-lau-renidificin and (+)-aplysiallene, each possessing distinct cis/cis- and trans/trans-fused bis-tetrahydrofuran cores.
Article
Chemistry, Multidisciplinary
Marco Nazareno Dell'Anna, Mathew Laureano, Hamed Bateni, John E. Matthiesen, Ludovic Zaza, Michael P. Zembrzuski, Thomas J. Paskach, Jean-Philippe Tessonnier
Summary: The integration of microbial and electrochemical conversions in hybrid processes can enhance the productivity of t3HDA by over 50 times. The composition of the broth plays a crucial role in the subsequent electrochemical step, with neutral pH and high ccMA titer enhancing the electrochemical hydrogenation.
Article
Chemistry, Organic
Damien Bouchet, Elsa Van Elslande, Geraldine Masson
Summary: A highly enantioselective formal (4 + 2)-cycloaddition between carboxylic acids and thiochalcones promoted by (+)-HBTM-2.1 isothiourea organocatalyst has been reported. The methodology involved the generation of C1-ammonium enolate intermediates and proceeded through a nucleophilic 1,4-addition-thiolactonization cascade. This method enables the stereocontrolled synthesis of sulfur-containing & delta;-thiolactones with good yields, moderate diastereoselectivity, and excellent enantiomeric excess (up to 99%), benefiting from the reactivity of uncommon electron-rich thiochalcones used as Michael acceptors.
Article
Plant Sciences
Zsolt Gulyas, Blanka Moncsek, Kamiran Aron Hamow, Pal Straner, Zoltan Tolnai, Eszter Badics, Norbert Incze, Eva Darko, Valeria Nagy, Andras Perczel, Laszlo Kovacs, Vilmos Soos
Summary: This study characterizes D27-LIKE1 in Arabidopsis and highlights its important physiological and enzymatic functions related to carotenoids. The results show that D27-LIKE1 has multi-substrate specificity and may regulate carotenoid cis pools and the biosynthesis pathways of strigolactones and ABA.
Article
Multidisciplinary Sciences
Connor J. Thompson, Vinh H. Vu, Deborah E. Leckband, Daniel K. Schwartz
Summary: Cadherin transmembrane proteins play important roles in intercellular adhesion and tissue morphogenesis. Experimental evidence shows mutual cooperativity between lateral cis and adhesive trans interactions, leading to the assembly of large intermembrane junctions. This cooperativity is primarily due to allostery and provides insights into how weak cis and trans interactions work together to create strong cell adhesions.
PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA
(2021)
Article
Chemistry, Organic
Chen Yan, Jing Sun, Ying Han, Chao-Guo Yan
Summary: The Diels-Alder reactions of 2-(1-alkylindol-3-yl)naphthalene-1,4-diones and 3-phenacylideneoxindoles catalyzed by p-TsOH showed fascinating diastereoselectivity, resulting in trans-isomers under hydrated conditions and cis-isomers under anhydrous conditions. Additionally, the reactions of 2-(indol-3-yl)naphthalene-1,4-diones with 3-arylideneindolin-2-ones and 2-arylidene-1,3-indanediones also displayed interesting cis/trans selectivity, yielding various spiro[indoline-3,6'-naphtho[2,3-c]carbazoles].
JOURNAL OF ORGANIC CHEMISTRY
(2021)
Article
Chemistry, Inorganic & Nuclear
Sisi Wang, Zhaoli Wang, Wenting Song, Hu Gao, Fan Wu, Yue Zhao, Kin Shing Chan, Zhen Shen
Summary: A new class of BOPPY derivatives has been synthesized, which exhibit high-energy stable isomers and the ability to undergo interconversion under weak acid conditions. Furthermore, the photophysical and electronic properties of these compounds are not significantly affected by conformational differences.
DALTON TRANSACTIONS
(2022)
Article
Chemistry, Organic
Thi Ha Nguyen, Eunsook Ma
Summary: Under various hydrogenation conditions in ethanol, different aminoindanol derivatives were successfully synthesized with different diastereoselectivities, depending on the Pd catalyst, reaction temperature, and pH of the reaction medium.
SYNTHETIC COMMUNICATIONS
(2021)
Article
Chemistry, Multidisciplinary
Carolina Rivera, Hector A. Bacilio-Beltran, Ana M. Puebla-Perez, Irma I. Rangel-Salas, Jose G. Alvarado-Rodriguez, Roberto Flores-Moreno, Gilberto Velazquez-Juarez, A. Aaron Peregrina-Lucano, Elvia Becerra-Martinez, Jaime Valdez-Ruvalcaba, Jose E. Rubio, Sara A. Cortes-Llamas
Summary: The synthesis of cis and trans isomers of platinum complexes with a symmetric N-heterocyclic carbene ligand has been reported. These complexes were obtained from a masked N-heterocyclic carbene precursor. Their cytotoxicity, oxidative nature, and antibacterial behavior were investigated, and the cis-[Pt((NHC)-N-Me)(2)Cl-2] complex exhibited the highest cytotoxic effect in the HeLa cervical cancer cell line.
NEW JOURNAL OF CHEMISTRY
(2022)
Article
Environmental Sciences
Molly Frauenheim, Jason D. Surratt, Zhenfa Zhang, Avram Gold
Summary: We present improved synthetic routes to isomeric isoprene-derived beta-epoxydiols (beta-IEPOX) with high yield and scalability. Isoprene emissions are the largest source of nonmethane atmospheric hydrocarbons, contributing to the formation of secondary organic aerosol (SOA) and fine particulate matter (PM2.5). Authentic beta-IEPOX in large quantity and high purity is crucial for laboratory studies and accurate identification and quantitation of PM2.5 components.
ATMOSPHERIC CHEMISTRY AND PHYSICS
(2023)
