Article
Chemistry, Multidisciplinary
Tsukasa Tawatari, Ritsuki Kato, Riku Kudo, Kiyosei Takasu, Hiroshi Takikawa
Summary: In this study, we report on the intramolecular (3+2) cycloaddition reactions between ynamides and benzyne. These reactions involve the formation of two bonds and are facilitated by using benzyne precursors containing a chlorosilyl group. The intermediate indolium ylide in these reactions exhibits both nucleophilic and electrophilic properties at its C2 atom.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2023)
Article
Chemistry, Organic
Iuliia A. A. Gracheva, Hans-Gunther Schmalz, Elena V. V. Svirshchevskaya, Ekaterina S. S. Shchegravina, Alexey Yu. Fedorov
Summary: We developed a four-step semisynthetic approach to obtain a highly versatile allocolchicine-related chiral aryne intermediate from natural colchicine. The generated benzyne intermediate produced a range of non-racemic heterocyclic allocolchicinoids, which exhibited potent cytotoxicity against COLO 357, OSA, and Raji cells. This methodology is attractive for the synthesis of new libraries of cytotoxic tubulin inhibitors.
ORGANIC & BIOMOLECULAR CHEMISTRY
(2023)
Article
Multidisciplinary Sciences
Kai Biao Wang, Wen Wang, Bo Zhang, Xin Wang, Yu Chen, Hong Jie Zhu, Yong Liang, Ren Xiang Tan, Hui Ming Ge
Summary: The researchers identified three oxidoreductases that fix the required 10/6/6-tryciclic core and demonstrated that the [6+4]-cycloaddition adduct is the bona fide biosynthetic intermediate in the process of streptoseomycin biosynthesis.
NATURE COMMUNICATIONS
(2021)
Article
Chemistry, Multidisciplinary
Guihua Pan, Maoping Pu, Hongyu Wang, Meijia Ying, Yi Li, Shunxi Dong, Xiaoming Feng, Xiaohua Liu
Summary: A solid-liquid phase-transfer strategy was devised to control the generation speed of arynes, enabling a catalytic enantioselective nucleophilic addition reaction with good stereoselectivity.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
(2023)
Article
Chemistry, Organic
Parul Garg, Ganesh Chandra Upreti, Anand Singh
Summary: A cascade reaction involving arynes and 5-ethoxyoxazoles has been developed for the synthesis of 9-alkyl/aryl tritylones, which demonstrates high yields and efficient conversion to a series of spirocyclic anthrone derivatives.
JOURNAL OF ORGANIC CHEMISTRY
(2022)
Article
Chemistry, Organic
Leonie O'Sullivan, Ketul V. Patel, Ben C. Rowley, Duncan K. Brownsey, Evgueni Gorobets, Benjamin S. Gelfand, Jeffrey F. Van Humbeck, Darren J. Derksen
Summary: A regioselective route to C3-hydroxyarylated pyrazoles was developed using mild conditions, allowing for the synthesis of a JAK 1/2 inhibitor in just 4 steps from commercially available starting materials.
JOURNAL OF ORGANIC CHEMISTRY
(2022)
Article
Chemistry, Multidisciplinary
Tamiris R. C. Silva, Vinicius V. Souza, Cristiano Raminelli
Summary: In this study, we investigated the reaction of several substituted oxazoles with o-(trimethylsilyl)aryl triflates promoted by potassium fluoride and 18-crown-6-ether. We obtained functionalized isoquinoline compounds in moderate to good yields at room temperature through a [4+2] cycloaddition-ring-opening reaction pathway, followed by acidic workup. Alternatively, bicyclic ethers were produced in reasonable yields at 60 degrees C through a sequence of [4+2] cycloaddition, retro-Diels-Alder, and [4+2] cycloaddition reactions.
Article
Chemistry, Organic
Wenjuan Li, Rui Zhang, Zhihua Cai, Xiaoqiang Han, Lin He, Bin Dai
Summary: A concise and direct synthetic strategy for the construction of trifluoromethylated cyclic-sulfoximines has been developed through a [3 + 2] cycloaddition reaction. The reaction yields cyclosulfoximines in low to moderate yields at room temperature using KF as a fluorinated reagent, 18-C-6 as additives, and acetonitrile and toluene as a mixed solvent. The synthesized compounds exhibit lower insecticidal activities against Aphis gossypii.
CHINESE JOURNAL OF ORGANIC CHEMISTRY
(2022)
Article
Biochemistry & Molecular Biology
Guosheng Yang, Sicheng Li, Qiumi Wang, Huabao Chen, Chunping Yang, Zhongqiong Yin, Xu Song, Li Zhang, Cuifen Lu, Guizhou Yue
Summary: The synthesis of dicyclic spiropyridazine oxoindole derivatives by [3+3]-cycloaddition reaction of N-unsubstituted isatin N,N'-cyclic azomethine imine 1,3-dipoles was successfully achieved. The products, having two consecutive stereocenters including spiroquaternary stereocenters in one ring structure, were obtained in moderate to excellent yields (20-93%) and low to moderate diastereoselectivities (1:9-10:1 dr). The synthesized compounds were thoroughly characterized using various spectroscopic techniques.
Article
Chemistry, Multidisciplinary
Xiushang Xu, Satoshi Takebayashi, Hiroki Hanayama, Serhii Vasylevskyi, Takatsugu Onishi, Tatsuhiko Ohto, Hirokazu Tada, Akimitsu Narita
Summary: We present the synthesis of a 6,6'-biindeno[1,2-b]anthracene (BIA) derivative as a high diradical open-shell biaryl, characterized by various spectroscopic techniques. Theoretical calculations and EPR analyses reveal its singlet ground state with a nearly degenerate triplet state, shedding light on the design of unique open-shell biaryls.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
(2023)
Article
Chemistry, Multidisciplinary
Xiushang Xu, Satoshi Takebayashi, Hiroki Hanayama, Serhii Vasylevskyi, Takatsugu Onishi, Hirokazu Tada, Tatsuhiko Ohto, Akimitsu Narita
Summary: We present the in situ generation and characterization of a BIA derivative as a high diradical open-shell biaryl. The ground state of BIA diradical was determined to be a singlet state with a nearly degenerate triplet state through theoretical calculations and variable-temperature EPR analyses. These findings offer new insights into the design of open-shell biaryls.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
(2023)
Article
Chemistry, Multidisciplinary
Thomais G. Tziotzi, Athanasios Mavromagoulos, Mark Murrie, Scott J. Dalgarno, Marco Evangelisti, Euan K. Brechin, Constantinos J. Milios
Summary: The use of the 1,3,5-tri(2-hydroxyethyl)-1,3,5-triazacyclohexane ligand in manganese chemistry results in the formation of two structurally related {Mn-8} clusters. The shape and magnetic properties of the clusters can be controlled by manipulating the binding mode of the ligand and the characteristics of the organic coligand.
CRYSTAL GROWTH & DESIGN
(2022)
Article
Chemistry, Multidisciplinary
Timur Ashirov, Patrick W. Fritz, Yanic Lauber, Claudia E. Avalos, Ali Coskun
Summary: In this study, a direct synthesis method for a fully conjugated 3D porous organic polymer (POPs) named benzyne-derived polymers (BDPs) was reported. The resulting BDPs exhibited ultramicroporous structures with surface areas up to 544 m(2) g(-1) and high CO2/N-2 selectivities. This research shows the potential of BDPs as a promising material for gas separation and storage.
CHEMISTRY-A EUROPEAN JOURNAL
(2023)
Article
Astronomy & Astrophysics
Raphael Bousso, Elizabeth Wildenhain
Summary: In cosmology, spatial curvature has a significant impact on the existence of entanglement islands. Positive curvature guarantees the entire universe to be an island, while subsets of the time-symmetric slice of closed or open universes can also be islands under the condition of negative and sufficiently large cosmological constant.
Article
Computer Science, Software Engineering
Juan Enrique Martinez-Legaz, Cornel Pintea
Summary: The study focuses on closed convex subsets of R-n with open or closed Gauss ranges, with particular attention paid to epigraphs of lower semicontinuous convex functions.
MATHEMATICAL PROGRAMMING
(2021)
Article
Materials Science, Multidisciplinary
Azmat Ali, Ju Hwan Kang, Jung Hwa Seo, Bright Walker
ADVANCED ENGINEERING MATERIALS
(2020)
Article
Materials Science, Multidisciplinary
Azmat Ali, Myoung Joo Cha, Ju Hwan Kang, Yu Jung Park, Jung Hwa Seo, Bright Walker
ADVANCED ENGINEERING MATERIALS
(2020)
Article
Polymer Science
Jin Hee Lee, Yu Jung Park, Jung Hwa Seo, Bright Walker
Article
Polymer Science
Ju Hwan Kang, Aeran Song, Yu Jung Park, Jung Hwa Seo, Bright Walker, Kwun-Bum Chung
Article
Nanoscience & Nanotechnology
Yu Jung Park, Minseong Kim, Aeran Song, Jin Young Kim, Kwun-Bum Chung, Bright Walker, Jung Hwa Seo, Dong Hwan Wang
ACS APPLIED MATERIALS & INTERFACES
(2020)
Article
Chemistry, Physical
Ju Hwan Kang, Sukyung Choi, Yu Jung Park, Jin Sung Park, Nam Sung Cho, Shinuk Cho, Bright Walker, Dong Soo Choi, Jin-Wook Shin, Jung Hwa Seo
Summary: Cu/graphene hybrid films serve as both p-type and n-type transparent conducting electrodes in organic solar cells, with sheet resistance and work function being significantly improved by controlling the thickness of Cu. The films also exhibit wrinkle features and doubled RMS currents, while devices utilizing Cu/graphene electrodes show much higher power conversion efficiencies compared to those with pristine graphene electrodes.
Article
Chemistry, Multidisciplinary
Azmat Ali, Yohan Ahn, Kausar Ali Khawaja, Ju Hwan Kang, Yu Jung Park, Jung Hwa Seo, Bright Walker
Summary: A novel hole transport layer Cu:PSS was investigated in this study for perovskite solar cells, showing comparable device parameters to PEDOT:PSS and greatly improved performance when mixed with PEDOT:PSS. Optimized devices incorporating Cu:PSS/PEDOT:PSS mixtures achieved efficiency improvement from 14.35% to 19.44%, one of the highest reported values for this type of device. This type of HTL is expected to be applicable for creating p-type contacts and enhancing performance in other types of semiconductor devices.
ADVANCED FUNCTIONAL MATERIALS
(2021)
Article
Energy & Fuels
Ju Hwan Kang, Amit Kumar Harit, Ji-Eun Jeong, Han Young Woo, Jung Hwa Seo, Bright Walker
Summary: A study investigated the effects of a new pH-neutral polyelectrolyte on the interfacial properties and charge extraction efficiency of organic solar cells, showing that efficiency can be improved through optimized processing conditions.
Article
Materials Science, Multidisciplinary
Intissar Hamdi, Yeasin Khan, Fatma Aouaini, Jung Hwa Seo, Hyun-Joo Koo, Mark M. Turnbull, Bright Walker, Houcine Naili
Summary: In this work, a new Cu-based 2D hybrid perovskite was prepared and its crystallographic, spectroscopic, optical and magnetic properties were studied. The compound exhibits dominant ferromagnetic interactions and has a wide optical absorption range, showing potential as an absorber material for photovoltaic applications.
JOURNAL OF MATERIALS CHEMISTRY C
(2022)
Article
Materials Science, Multidisciplinary
Yu Jung Park, Ae Ran Song, Kwun-Bum Chung, Tae-Youb Kim, Bright Walker, Jung Hwa Seo
Summary: Light-emitting transistors (LETs) are a promising type of optoelectronic device that combines the switching function of a transistor with a light-emitting function. Zinc oxynitride (ZnON) based organic-inorganic hybrid LETs (HLETs) have shown significant improvements in performance, but there is still room for enhancement in external quantum efficiency (EQE). Researchers have found that HLETs incorporating MoOx/Ag/MoOx semi-transparent electrodes exhibit excellent characteristics in terms of electron mobility, brightness, and EQE.
JOURNAL OF MATERIALS CHEMISTRY C
(2022)
Review
Physics, Applied
Ju Hwan Kang, Jin Hee Lee, Bright Walker, Jung Hwa Seo, Gap Soo Chang
Summary: Organic solar cells (OSCs) are gaining attention as a promising clean energy technology due to their low cost and potential for large-scale manufacturing. However, there is still a lack of understanding regarding charge carrier transport and the impact of ionic moieties in OSCs. Interfacial engineering is an effective approach to improve the performance of organic photovoltaic devices.
JOURNAL OF APPLIED PHYSICS
(2022)
Article
Chemistry, Physical
Gwan Seung Jeong, Yoon-Chae Jung, Na Yeon Park, Young-Jin Yu, Jin Hee Lee, Jung Hwa Seo, Jea-Young Choi
Summary: This study reports on an improved method for enhancing surface passivation of silicon by adjusting the substrate temperature during the deposition of V2O5-x. The results show that the deposition temperature of V2O5-x has a decisive effect on the surface passivation performance, and the aspect ratio of V2O5-x islands plays a crucial role in facilitating the transport of oxygen atoms.
Article
Chemistry, Physical
Yoon-Chae Jung, Young-Jin Yu, Yu-Kyung Kim, Jin Hee Lee, Jung Hwa Seo, Jea-Young Choi
Summary: In this study, Si-based heterojunction solar cells (HSCs) with an asymmetric TMO-metal-TMO structure using MoO3 and V2O5 as hole-selective contacts were fabricated. V2O5 exhibited a highly improved lifetime and effective passivation for Si surface defects compared to MoO3. The asymmetric TMT/Si HSCs showed significant improvements in efficiency and long-term stability, making it a promising approach for the fabrication of low-cost and high-efficiency Si-based HSCs.
Article
Chemistry, Multidisciplinary
Yu Jung Park, Subin Park, Jiwon Sim, Jin Hee Lee, Yejoo Park, Aeran Song, Kwun-Bum Chung, Bright Walker, Jung Hwa Seo
Summary: Light-emitting transistors (LETs) are optoelectronic devices that combine switching and light-emitting functions. Hybrid LETs (HLETs) using inorganic metal oxide semiconductors with organic emissive layers and hole-injection layers (HILs) show improved performance with the use of Cu:PSS interlayers as HILs. This work provides valuable insights into the function of polyelectrolyte HILs in HLET devices.
ADVANCED MATERIALS INTERFACES
(2023)
Article
Materials Science, Multidisciplinary
Merve Nur Ekmekci, Ju Hwan Kang, Yeasin Khan, Jung Hwa Seo, Bright Walker
Summary: In this study, the effect of the pH-neutral Li:PSS and PEDOT:PSS mixture on the energy band structure and performance of OSCs was investigated. Li:PSS was found to function as a transparent and pH-neutral hole transport layer (HTL), with reduced roughness and low hole injection barriers compared to PEDOT:PSS. These effects contributed to the improved current density and high efficiency of the devices.
MATERIALS ADVANCES
(2022)
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.