Article
Chemistry, Multidisciplinary
Yasuyuki Ura
Summary: This paper describes the challenging realization of anti-Markovnikov selectivity in Pd-catalyzed reactions, with key factors including the steric bulkiness of oxygen nucleophiles and electron-deficient cyclic alkenes as additives.
Article
Multidisciplinary Sciences
Zhao Wu, Samuel N. Gockel, Kami L. Hull
Summary: The use of photoredox catalysis allows for the hydroalkylation and hydroaminoalkylation of electronically diverse vinylarenes, providing a new approach for accessing valuable compounds with pharmacophores. The reaction's substrate scope was evaluated through numerous examples, demonstrating its synthetic utility and potential applications in organic synthesis.
NATURE COMMUNICATIONS
(2021)
Article
Chemistry, Organic
Shu-Hui Lei, Ya Zhong, Xian-Peng Cai, Qing Huang, Jian-Ping Qu, Yan-Biao Kang
Summary: A simple and practical method for the preparation of beta-O substituted aldehydes directly from linear allylic esters has been developed. By using a specific catalyst and oxidant, the reaction proceeds smoothly to give the desired products, showing broad substrate scope and excellent regioselectivity.
ORGANIC CHEMISTRY FRONTIERS
(2022)
Article
Chemistry, Organic
Shu-Hui Lei, Ya Zhong, Xian-Peng Cai, Qing Huang, Jian-Ping Qu, Yan-Biao Kang
Summary: A tandem isomerization-anti-Markovnikov oxidation method has been developed using bis(benzonitrile)palladium chloride catalyst and O-2 as the sole oxidant, regiospecifically yielding beta-amino aldehydes. tert-Butyl nitrite serves as a simple and only redox cocatalyst, with (BuOH)-Bu-t as a crucial solvent for achieving excellent yield and specificity toward anti-Markovnikov aldehyde products.
Review
Chemistry, Organic
Jacques Muzart
Summary: The Wacker-type reactions of terminal alkenes generally result in the formation of methyl ketones instead of aldehydes, requiring specific coordinating fragments for selective aldehyde formation. However, a few methods have been found to provide fair to high aldehyde/methyl ketone ratios even in the absence of directing groups. This review focuses on the formation of aldehydes and summarizes the reported methods since 2007, along with proposed mechanisms and intermediates to rationalize regioselectivity.
Article
Chemistry, Multidisciplinary
Philip Boehm, Niklas Kehl, Bill Morandi
Summary: A rhodium-catalyzed anti-Markovnikov hydroiodination reaction was performed on both aromatic and aliphatic terminal alkynes, resulting in high isomeric purity of (E)- or (Z)-configured alkenyl iodides depending on the ligand and substrate used. The broad substrate scope and high functional group tolerance make this reaction highly versatile. The synthesized vinyl iodides were used successfully in various bond-forming reactions, and the method showed potential for shortening the total synthesis of a marine cis-fatty acid. Initial deuterium-labeling experiments and stoichiometric reactions provided insights into the reaction mechanism.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2023)
Review
Biochemistry & Molecular Biology
Agnieszka Wolnicka-Glubisz, Anna Wisniewska-Becker
Summary: Curcumin, a natural polyphenol with antioxidant properties, can have therapeutic effects on different disorders. However, it can also be toxic under certain conditions, such as exposure to blue light or excessive use.
Article
Chemistry, Multidisciplinary
Mayu Miyazaki, Yasuyuki Ura
Summary: This study demonstrates the efficient oxidation of aliphatic terminal alkenes using a Pd/Fe catalyst system under mild reaction conditions. The use of a specific mixed solvent and gradual addition of alkenes improves the product yields. Fe(III) citrate is found to be the most efficient cocatalyst, but other iron complexes also show similar effects. Furthermore, this method is applicable to aliphatic internal alkenes that are generally difficult to oxidize, and gram-scale synthesis and reuse of the Pd catalysts are demonstrated.
Article
Chemistry, Physical
Wenbin Liu, Jack Twilton, Bo Wei, Maizie Lee, Melissa N. Hopkins, John Bacsa, Shannon S. Stahl, Huw M. L. Davies
Summary: A mild method for accessing diazo compounds via aerobic oxidation of hydrazones was described, using a Cu(OAc)(2)/pyridine catalyst and molecular oxygen. Insight gained from mechanistic studies led to the expansion of this method to include diaryl hydrazones, delivering diaryl diazomethane derivatives. The products can be used in rhodium carbene catalysis without isolation of the diazo intermediate to afford cyclopropane products in good yield with high enantioselectivity.
Article
Chemistry, Organic
Rodney A. Fernandes, Sandhya S. Yadav, Praveen Kumar
Summary: This paper presents an efficient palladium-catalyzed anti-Markovnikov oxidative acetalization of activated terminal olefins with iron(iii) sulfate as the reoxidant, under mild reaction conditions. The methodology exhibits high regioselectivity towards anti-Markovnikov products and compatibility with a wide range of functional groups. Iron(iii) sulfate is the sole reoxidant used, providing various anti-Markovnikov acetals, including orthogonally functionalized 1,3- and 1,4-dioxygenated compounds.
ORGANIC & BIOMOLECULAR CHEMISTRY
(2022)
Review
Chemistry, Organic
Yasuyuki Ura
Summary: The review summarizes recent progress in Pd-catalyzed anti-Markovnikov oxidation of terminal alkenes to provide terminally oxyfunctionalized organic compounds. Key additives like BQs are highlighted for enhancing the nucleophilic attack of oxygen nucleophiles on terminal alkenes. Various factors affecting the selectivity of the reaction, including steric hindrance of nucleophiles and substrate addition rate, are also discussed.
SYNTHESIS-STUTTGART
(2021)
Article
Environmental Sciences
Xianglin Liu, Yanyao Li, Xiaowei Zheng, Liangliang Zhang, Haoxuan Lyu, Honghui Huang, Zhengqiu Fan
Summary: GenX, a substitute for perfluorooctanoic acid, has been widely detected in surface water and has potential ecological hazards. Research shows that acute exposure to GenX inhibits the growth of Chlorella pyrenoidosa and damages its photosynthetic system, but the up-regulation of related genes provides an antioxidant mechanism. This study provides new insights into the antioxidant capacity to cope with the oxidative stress caused by acute GenX exposure.
SCIENCE OF THE TOTAL ENVIRONMENT
(2021)
Article
Chemistry, Multidisciplinary
Edwin Avila, Christos Nixarlidis, Young-Seok Shon
Summary: The catalytic activity and selectivity of two different water-soluble palladium nanoparticles capped with different ligands were investigated. The nanoparticles exhibited high regioselectivity in transforming allyl benzene to 3-phenylpropanal, and the yields reached up to 83%. The presence of benzylic hydrogen played a crucial role in the formation of a p-allyl Pd intermediate and the anti-Markovnikov addition of H2O.
Article
Materials Science, Ceramics
Anbang Chen, Yunhe Fu, Yuandong Mu, Qingfeng Wang, Chris Parr, Guotian Ye
Summary: The addition of andalusite aggregate can enhance the oxidation resistance of Al2O3-SiC-C castable and reduce the dosage of antioxidant. The liquid glass produced by the transformation of andalusite can block oxygen entry, contribute to a denser structure, and improve the oxidation resistance of the castable.
CERAMICS INTERNATIONAL
(2021)
Review
Cell Biology
Wenhui Jia, Chunling Dong, Bo Li
Summary: Peroxiredoxin 6 (PRDX6) is a protein that is widely distributed in multiple organs, especially the lungs. Over the past 20 years, research on the role of PRDX6 in oxidative stress has shown contradictory results. It can have both antioxidant and pro-oxidant effects in different diseases, and even exhibit these effects simultaneously in the same disease. The conflicting regulatory effects of PRDX6 on oxidative stress in respiratory diseases are attributed to its multifunctional enzyme activity. PRDX6's peroxidase and phospholipase A2 activity are closely related to its antioxidant and pro-oxidant effects, and it can interfere with cell proliferation and apoptosis by interacting with multiple redox signaling pathways. Due to its important regulatory role in oxidative stress, PRDX6 has become a new target in respiratory disease research. This paper reviews the role of PRDX6 in oxidative stress in respiratory diseases and the progress in targeting PRDX6.
Article
Chemistry, Inorganic & Nuclear
Tomoaki Tanase, Kanako Koike, Miho Uegaki, Satoko Hatada, Kanako Nakamae, Bunsho Kure, Yasuyuki Ura, Takayuki Nakajima
DALTON TRANSACTIONS
(2016)
Article
Chemistry, Inorganic & Nuclear
Tomoaki Tanase, Kana Yamamoto, Rika Hatano, Kanako Nakamae, Bunsho Kure, Yasuyuki Ura, Takayuki Nakajima
EUROPEAN JOURNAL OF INORGANIC CHEMISTRY
(2017)
Article
Chemistry, Inorganic & Nuclear
Hiroko Fukuzawa, Nozomi Aoyagi, Ruriko Sato, Yasutaka Kataoka, Yasuyuki Ura
Article
Chemistry, Organic
Masayuki Iwasaki, Natsumi Miki, Yuichi Ikemoto, Yasuyuki Ura, Yasushi Nishihara
Article
Chemistry, Inorganic & Nuclear
Takayuki Nakajima, Yoshia Kamiryo, Kanae Hachiken, Kanako Nakamae, Yasuyuki Ura, Tomoaki Tanase
INORGANIC CHEMISTRY
(2018)
Article
Chemistry, Multidisciplinary
Masayuki Iwasaki, Jie Xu, Yukari Tani, Liyan Fu, Yuichi Ikemoto, Yasuyuki Ura, Yasushi Nishihara
Article
Chemistry, Organic
Saki Komori, Yoshiko Yamaguchi, Yasutaka Kataoka, Yasuyuki Ura
JOURNAL OF ORGANIC CHEMISTRY
(2019)
Article
Chemistry, Multidisciplinary
Tomoaki Tanase, Miho Tanaka, Mami Hamada, Yuka Morita, Kanako Nakamae, Yasuyuki Ura, Takayuki Nakajima
CHEMISTRY-A EUROPEAN JOURNAL
(2019)
Article
Chemistry, Multidisciplinary
Takayuki Nakajima, Yoshia Kamiryo, Masayo Kishimoto, Kaho Imai, Kanako Nakamae, Yasuyuki Ura, Tomoaki Tanase
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
(2019)
Article
Chemistry, Organic
Zhenhua Wang, Xiu Wang, Yasuyuki Ura, Yasushi Nishihara
Article
Chemistry, Inorganic & Nuclear
Takayuki Nakajima, Kanako Nakamae, Rika Hatano, Kaho Imai, Masafumi Harada, Yasuyuki Ura, Tomoaki Tanase
DALTON TRANSACTIONS
(2019)
Review
Chemistry, Organic
Yasuyuki Ura
JOURNAL OF SYNTHETIC ORGANIC CHEMISTRY JAPAN
(2018)
Article
Biochemistry & Molecular Biology
John M. Beierle, Yasuyuki Ura, M. Reza Ghadiri, Luke J. Leman
Article
Chemistry, Multidisciplinary
Kanako Nakamae, Miho Tanaka, Bunsho Kure, Takayuki Nakajima, Yasuyuki Ura, Tomoaki Tanase
CHEMISTRY-A EUROPEAN JOURNAL
(2017)
Article
Chemistry, Physical
Satoko Matsumura, Ruriko Sato, Sonoe Nakaoka, Wakana Yokotani, Yuka Murakami, Yasutaka Kataoka, Yasuyuki Ura
Review
Chemistry, Multidisciplinary
Dan He, Yawen Li, Fuwen Zhao, Yuze Lin
Summary: High trap density in organic solar cells leads to localized charge carriers and reduced carrier lifetime, limiting device efficiency. This feature article summarizes the recent advances of trap suppression by material design and device engineering.
CHEMICAL COMMUNICATIONS
(2024)
Review
Chemistry, Multidisciplinary
Olivier Monfort, Arshitha Madhusudhan, Martin Motola
Summary: This article presents the advantages of coupling photocatalysis and Fenton-based processes for environmental remediation and discusses their synergy. It critically examines the simultaneous triggering of these two processes and provides insights into research approaches. The study aims to enhance understanding of this complex process and highlight the potential integration of new catalysts in current wastewater treatment technology.
CHEMICAL COMMUNICATIONS
(2024)
Article
Chemistry, Multidisciplinary
Manideepa Dhar, Chittaranjan Mishra, Avijit Das, Uttam Manna
Summary: An approach of 'polymerization of monomers in its aggregated form' has been introduced to tailor the water wettability of fibrous and porous substrates, achieving hydrophobicity to superhydrophobicity transition, as well as patterned wettability. This facile chemical method provides a durable coating with adjustable and patterned wettability for various potential applications.
CHEMICAL COMMUNICATIONS
(2024)
Article
Chemistry, Multidisciplinary
Saswat Ranjan Bhoi, Chhanda Debnath, Shikha Gandhi
Summary: In this article, a novel catalytic reaction using Pd(0) and Bronsted acid is reported for the synthesis of biologically important imidazolidinone-fused N-heterocycles through redox-neutral intramolecular N-allylation of indoles and pyrroles with alkynes. This atom-economical method is applicable to a wide range of substrates and eliminates the need for leaving groups or oxidizing agents commonly used in traditional allylation reactions.
CHEMICAL COMMUNICATIONS
(2024)
Article
Chemistry, Multidisciplinary
Longkun Chen, Mingshuai Zhang, Meichen Liu, Zhuoyuan Liu, Yuetong Qiu, Zhilai Zhang, Fuchao Yu, Jiuzhong Huang
Summary: In this study, an efficient Rh(III)-catalyzed selective mono- and dual-C-H bond functionalization/cyclization with iodonium ylide as the sole coupling partner was demonstrated. Fused benzodiazepine skeletons were obtained in excellent yields, providing an improved approach to dual C-H unsymmetrical functionalization.
CHEMICAL COMMUNICATIONS
(2024)
Article
Chemistry, Multidisciplinary
Alice Kennett, Sven Epple, Gabriella van der Valk, Irene Georgiou, Evelyne Gout, Romain R. Vives, Angela J. Russell
Summary: This study presents the design and synthesis of sulfated disaccharide inhibitors based on IdoA(2S)-GlcNS(6S), which showed potent inhibition of Sulf-2. The results suggest that IdoA(2S)-GlcNS(6S) is the shortest fragment size required for effective inhibition of Sulfs, and a trisulfated disaccharide is identified as the minimal fragment size of heparan sulfate for effective endosulfatase inhibition.
CHEMICAL COMMUNICATIONS
(2024)
Article
Chemistry, Multidisciplinary
Mauro Garbini, Andrea Brunetti, Riccardo Pedrazzani, Magda Monari, Massimo Marcaccio, Giulio Bertuzzi, Marco Bandini
Summary: The self-adaptability of galvanostatic electrolysis was found to be helpful in a multistage chemo- and diastereoselective electrochemically promoted cyclodimerization of chalcones. Through a series of reductive events, densely functionalized cyclopentanes with five contiguous stereocenters were obtained (25 examples, yields up to 95%, dr values up to >20:1). Further experimental and electrochemical investigations indicated the crucial role of dynamic kinetic resolution of the aldol intermediate in the reaction mechanism.
CHEMICAL COMMUNICATIONS
(2024)
Article
Chemistry, Multidisciplinary
Dhananjay S. Nipate, Neha Meena, Prakash N. Swami, Krishnan Rangan, Anil Kumar
Summary: In this study, the synthesis of functionalized benzo[a]phenazines and indazolo[2,3-a]quinolines was achieved through Rh(III)-catalyzed oxidative annulation of 2-arylquinoxalines and 2-aryl-2H-indazoles with allyl alcohols. The method showed a wide substrate scope, excellent functional group tolerance, good to high yields of annulated products, and the capability for scaled-up synthesis. A tentative mechanism of the annulation reaction was proposed based on a preliminary mechanistic investigation.
CHEMICAL COMMUNICATIONS
(2024)
Article
Chemistry, Multidisciplinary
Ruonan Zhang, Abudukadi Tudi, Xia Yang, Xuping Wang, Zhihua Yang, Shujuan Han, Shilie Pan
Summary: A new lead tellurium borate material with a unique fundamental building block [B4O10] was synthesized and found to exhibit high birefringence. The structure-property relationship was discussed using first-principles calculations.
CHEMICAL COMMUNICATIONS
(2024)
Article
Chemistry, Multidisciplinary
Amresh Kumar Singh, Baishali Thakurta, Anupam Giri, Monalisa Pal
Summary: This study introduces three key concepts for the quick synthesis of large-scale high-quality 2D materials films and their utilization in device fabrication.
CHEMICAL COMMUNICATIONS
(2024)
Article
Chemistry, Multidisciplinary
Reina Hagiwara, Shun Nishimura, Kosuke Okeyoshi
Summary: A copolymer-conjugated nanocatalytic system has been developed to improve electron transfer and enhance photoinduced H2 generation.
CHEMICAL COMMUNICATIONS
(2024)