Article
Biochemistry & Molecular Biology
Dongyan Yang, Haixia Wang, Zhijin Fan, Zhengming Li, Shuang Zhou, Zesheng Hao, You Lv, Tatiana A. Kalinina, Tatiana V. Glukhareva
Summary: This study designed and synthesized novel nitrogen or oxygen-containing analogues with significant antifungal activity. Some of the compounds exhibited high inhibitory rates against various pathogens.
MOLECULAR DIVERSITY
(2021)
Article
Chemistry, Inorganic & Nuclear
Yuta Jun-i, Yoshiyuki Mizuhata, Norihiro Tokitoh
Summary: Diastereomerically separable 1,2-dichlorodisilanes with two chiral silicon centers were synthesized and yielded the extremely air-unstable E-disilene by reduction reaction. An alternative synthetic route using the corresponding dibromosilane resulted in the formation of a cyclotrisilane as a co-product. These experimental results provide clues for investigating the synthetic mechanism of disilenes.
EUROPEAN JOURNAL OF INORGANIC CHEMISTRY
(2022)
Article
Chemistry, Multidisciplinary
Sophie L. Pain, Nicholas E. Grant, John D. Murphy
Summary: Treatment with superacid bis-(trifluoromethanesulfonyl) amide enhances the properties of optoelectronic materials, resulting in longer effective carrier lifetimes and higher photoluminescence quantum yields. A study on crystalline silicon and transition metal dichalcogenide monolayers and flakes shows that structurally similar chemicals give passivating films with different charge levels, and treatment with analogues to TFSA can enhance the photoluminescence of MoS2 and WS2.
Article
Chemistry, Multidisciplinary
Xin Zhang, Liu Leo Liu
Summary: Neutral aluminum chalcogenides stabilized by a Lewis base ligand have been synthesized under ambient conditions. The Al-Ch interaction is characterized by the presence of an Al-Ch σ bond and an ambiphilic nature. These compounds exhibit remarkable reactivity in (cyclo)addition reactions with diverse substrates, leading to the formation of unprecedented main group heterocycles and alumachalcogenides.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
(2023)
Article
Chemistry, Multidisciplinary
Jian Pan, Qingwen Tan, Saibin Zhu, Xiaohui Yan, Yu Li, Zhoukang Zhuang, Xiangcheng Zhu, Yanwen Duan, Yong Huang
Summary: The identification and characterization of enediyne polyketide synthases (PKSEs) have revealed that polyene is a common intermediate produced by PKSEs, but the pathway for formation of enediyne cores remains unclear. In this study, we report the biosynthesis of pentaene polyols and cinnamic acid derivatives from an activated enediyne biosynthetic gene cluster. We found that increasing the cellular pool of (L)-Phe improved the yields of polyene polyols, and a flexible ammonia lyase was responsible for biosynthesis of cinnamic acid derivatives. Our findings also suggest a possible role of a polyene epoxide intermediate in the construction of 9-membered enediyne macrocycles.
Article
Chemistry, Organic
Wei-Jun Wang, Meng-Yue Wang, Wen-Hua Xu, Bao-Yin Zhao, Hong-Xia Zhang, Ya-Ru Gao, Shi-Huan Guo, Yong-Qiang Wang
Summary: We have developed a direct Z-selective synthesis of 1,2-cis-dibromoalkenes from alkynes using Ag-CH3SO3H as the co-catalyst. Mechanistic studies revealed that the reaction proceeded through the formation of a silver allene cation intermediate, followed by sequential bromine free radical addition and substitution. This discovery has the potential to open up a new frontier in silver catalysis and allene chemistry. Additionally, we have also disclosed an efficient PPh3-promoted E-selective synthesis of 1,2-trans-dibromoalkenes from alkynes. Both protocols utilized N-bromosuccinimide as the sole brominating reagent, making the reactions milder and easier to handle.
ORGANIC CHEMISTRY FRONTIERS
(2023)
Article
Biochemistry & Molecular Biology
Chun Gui, Edward Kalkreuter, Yu-Chen Liu, Gengnan Li, Andrew D. Steele, Dong Yang, Changsoo Chang, Ben Shen
Summary: In this study, two cofactorless oxygenases were characterized for their biochemical and structural properties, revealing their roles in catalyzing deformylation, ring cleavage, and epoxidation in the biosynthesis of tiancimycin A. These oxygenases are rare in nature and play important roles in natural product biosynthesis.
NATURE CHEMICAL BIOLOGY
(2023)
Review
Chemistry, Organic
Reetu Reetu, Raghuram Gujjarappa, Chandi C. Malakar
Summary: Benzothiazines are important nitrogen-containing heterocyclic scaffolds with diverse applications in drug discovery and medicinal chemistry. They have been found effective in treating enzymatic diseases and diseases caused by microorganisms and viruses.
ASIAN JOURNAL OF ORGANIC CHEMISTRY
(2022)
Article
Chemistry, Organic
Mladena Glavas, Matija Gredicak, Zoran Stefanic, Ivanka Jeric
Summary: A concise and practical strategy was described for the synthesis of a novel class of 14-membered macrocycles containing an enediyne structural unit. The highly modular assembly of enediyne-peptide macrocycles was achieved through sequential Ugi/Sonogashira reactions. These macrocyclic compounds exhibited moderate antiproliferative activity and can serve as templates for further diversification in terms of ring size, shape, and stereochemistry.
ORGANIC & BIOMOLECULAR CHEMISTRY
(2022)
Article
Multidisciplinary Sciences
Hideaki Takano, Hitomi Katsuyama, Hiroki Hayashi, Wataru Kanna, Yu Harabuchi, Satoshi Maeda, Tsuyoshi Mita
Summary: The authors report a synthetic method for the preparation of symmetric and unsymmetric DPPE ligands via radical difunctionalization of ethylene. The obtained unsymmetric DPPE ligands can coordinate to several transition-metal salts to form the corresponding complexes, one of which exhibits distinct characteristics compared to the corresponding symmetric DPPE-metal complex.
NATURE COMMUNICATIONS
(2022)
Article
Biochemistry & Molecular Biology
Martin Kratky, Klara Konecna, Michaela Brablfkova, Jiri Janousek, Vaclav Pflegr, Jana Maixnerova, Frantisek Trejtnar, Jarmila Vinsova
Summary: Hydrazide-hydrazones and their derivatives exhibit antimicrobial and cytotoxic properties, with certain compounds showing promising activity against bacterial and fungal pathogens. The presence of specific structural components, such as the 3,5-diiodosalicylidene scaffold, plays a crucial role in enhancing the biological activity of these compounds.
BIOORGANIC & MEDICINAL CHEMISTRY
(2021)
Article
Chemistry, Multidisciplinary
Johnathan Bowen, Carla Slebodnick, Webster L. Santos
Summary: We report an organocatalytic trans hydroboration of 3-substituted-propiolonitriles. In the presence of catalytic amounts of tributylphosphine and pinacolborane, regioselective hydroboration of the internal triple bond proceeded in a stereoselective fashion under mild conditions to afford the corresponding (E)-1,2-vinylcyanoborane derivatives. The mechanism is proposed to occur through a 1,2-phosphine addition instead of a canonical 1,4-conjugate addition pathway.
CHEMICAL COMMUNICATIONS
(2022)
Article
Infectious Diseases
Angela Di Somma, Carolina Cane, Antonio Moretta, Angela Duilio
Summary: Research has recently focused on investigating antimicrobial peptides, particularly Temporins, which have high antibacterial properties against both Gram-positive and Gram-negative bacteria by inhibiting FtsZ. Two analogues of Temporin L were designed to improve binding to FtsZ, leading to stable protein-peptide complexes and effective inhibition of bacterial growth at low concentrations. These findings could pave the way for the development of novel peptide drugs targeting FtsZ for future pharmaceutical applications.
Article
Multidisciplinary Sciences
Zi-Lu Wang, Qi Li, Meng-Wei Yang, Zhao-Xin Song, Zhen-Yu Xiao, Wei-Wei Ma, Jin-Bo Zhao, Yun-He Xu
Summary: A copper-catalyzed ligand-controlled selective 1,2- and 1,4-hydrosilylation of 1,3-enynes was reported, which achieved enantiomerically enriched propargyl- and 1,2-allenylsilane products in high yields and excellent enantioselectivities. The reaction showed broad substrate scope and excellent regioselectivities, with mechanistic studies revealing the importance of allenylcopper as the reactive intermediate and the role of ligand in controlling the regioselectivity switch. The high enantiocontrol in the 1,4-hydrosilylation was also explained by DLPNO-CCSD(T) calculations.
NATURE COMMUNICATIONS
(2023)
Article
Chemistry, Organic
Raju Jannapu Reddy, Arram Haritha Kumari, Nunavath Sharadha, Gamidi Rama Krishna
Summary: This study explores the asymmetric sulfuration reaction of (E)-beta-iodovinyl sulfones with thiols in different solvent environments, and develops a fast assembly method for saturated/unsaturated dithioalkenes and thiosulfonylalkenes. The method is simple, high-yielding, and has a wide substrate adaptability and functional group tolerance.
JOURNAL OF ORGANIC CHEMISTRY
(2022)
Article
Chemistry, Multidisciplinary
Taku Oshiro, Yoshiyuki Mizuhata, Norihiro Tokitoh
Summary: We have successfully synthesized a stable 2-germaazulene compound and confirmed its sufficient aromaticity through experimental and theoretical verification. Significant differences were found in the orbital levels, charge distribution, and properties of this compound compared to the parent azulene.
Article
Chemistry, Inorganic & Nuclear
Yuta Jun-i, Yoshiyuki Mizuhata, Norihiro Tokitoh
Summary: Diastereomerically separable 1,2-dichlorodisilanes with two chiral silicon centers were synthesized and yielded the extremely air-unstable E-disilene by reduction reaction. An alternative synthetic route using the corresponding dibromosilane resulted in the formation of a cyclotrisilane as a co-product. These experimental results provide clues for investigating the synthetic mechanism of disilenes.
EUROPEAN JOURNAL OF INORGANIC CHEMISTRY
(2022)
Article
Chemistry, Organic
Yuta Jun-i, Yoshiyuki Mizuhata, Norihiro Tokitoh
Summary: Novel norcorroles complexes with a phenyl-substituted phosphorus center were synthesized and characterized. These complexes exhibit aromaticity similar to previously reported norcorrole complex with a methoxy-substituted phosphorus center. In addition, the phenyl-substituted phosphorus complexes show characteristic and strong Q-band due to the less symmetry of the molecules compared to other porphyrinoids.
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
(2022)
Article
Chemistry, Organic
Yoshiyuki Mizuhata, Norihiro Tokitoh, Taku Oshiro
Summary: In this study, we investigated the reaction mechanism of a bromosilylene with a buta-1,3-diene by examining the reactions of a bulky aryl-substituted 1,2-dibromodisilene with 1-vinylcyclohepta-1,3,5-triene. The results showed that the reaction proceeded selectively with the exocyclic vinyl group and involved a 1,3-sigmatropic rearrangement.
Article
Chemistry, Multidisciplinary
Julius Adrie Garcia, Yuji Yasui, Mariko Yukimoto, Yoshiyuki Mizuhata, Norihiro Tokitoh
Summary: An overcrowded 2,2-dihydrosilene compound was synthesized and found to be stable both in the solid state and in solution. The formation of the compound was confirmed through experimental and theoretical studies.
Article
Chemistry, Multidisciplinary
Wataru Suzuki, Ryo Takahata, Yuki Chiga, Soichi Kikkawa, Seiji Yamazoe, Yoshiyuki Mizuhata, Norihiro Tokitoh, Toshiharu Teranishi
Summary: This study investigates the impact of the number and positions of protecting ligands on gold-core structures in gold nanoclusters. The results indicate that the selectivity of regioisomers can be controlled by the steric hindrance of the incoming thiols, and steric repulsion between porphyrin thiolates and phenylethanethiolates leads to distortion of the Au13 icosahedral core in the Au25 cluster.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
(2022)
Article
Chemistry, Multidisciplinary
Tomoaki Terabayashi, Eiichi Kayahara, Yichen Zhang, Yoshiyuki Mizuhata, Norihiro Tokitoh, Tohru Nishinaga, Tatsuhisa Kato, Shigeru Yamago
Summary: In this study, Mono-alkene-inserted [n]cycloparaphenylenes (CPPs) and Mono-ortho-phenylene-inserted [6]CPP were synthesized through coupling reactions, and it was found that they exhibited Mobius topology in the solid state. Although this structure is often lost in solution, ene-[6]CPP with 1-pyrrolyl groups preserved the Mobius topology even in solution.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2023)
Article
Polymer Science
Tatsuro Hisa, Yasunori Kanno, Tomohiro Shirai, Toshiyuki Oshiki, Yoshiyuki Mizuhata, Norihiro Tokitoh, Hiroki Fukumoto, Tomohiro Agou
Summary: In this study, a styrene derivative bearing a cyclic perfluoroalkylene group was synthesized and polymerized to obtain a polymer with increased thermal stability and comparable hydro- and oleo-phobicities to previously reported polystyrene. The newly synthesized polymer is suitable for various applications requiring high-Tg optical polymeric materials.
Article
Chemistry, Inorganic & Nuclear
Yuki Chiga, Ryo Takahata, Wataru Suzuki, Yoshiyuki Mizuhata, Norihiro Tokitoh, Toshiharu Teranishi
Summary: This article demonstrates the isomer-selective conversion of Au-18(ScC6)(14) into Au-24(SR)( x )(ScC6)(20-x ) by reactions with gold(I) thiolate complexes. The results suggest that the number of AuSR units increases in the surface Au(I)SR oligomers, while the number of electrons in the Au core remains constant. This discovery provides an important synthetic route for rational design.
INORGANIC CHEMISTRY
(2023)
Article
Chemistry, Inorganic & Nuclear
Kento Iwai, Yoshiyuki Mizuhata, Tomoya Nakamura, Masato Goto, Atsushi Wakamiya, Yuichi Shimakawa, Norihiro Tokitoh
Summary: Zwitterionic triarylmethylium dyes 1 and 2 with varied molecular assembly and charge transfer transition were synthesized using a tetraarylborate unit. These dyes exhibited solvatochromism and mechanochromism, allowing the color of the solid state to change upon dissolution & evaporation or grinding. Different crystal forms obtained from different recrystallization conditions independently reproduced the three colors, which were correlated with solid-state structures as demonstrated by diffuse reflectance measurement and powder X-ray diffraction. The unique color change of these dyes is suggested to originate from alterations in intermolecular interactions.
EUROPEAN JOURNAL OF INORGANIC CHEMISTRY
(2023)
Article
Chemistry, Physical
Hiroyuki Tanaka, Yoshiyuki Mizuhata, Norihiro Tokitoh, Riichi Miyamoto, Kazuyoshi Kanamori, Hironori Kaji
Summary: A stimuli-responsive luminophore with a supramolecular organic framework structure has been designed and synthesized. It exhibits reversible and cyclical solid-state phase transitions triggered by external stimuli, such as mechanical grinding, thermal annealing, and solvent treatment, accompanied by color changes in emission.
JOURNAL OF PHYSICAL CHEMISTRY C
(2023)
Article
Chemistry, Inorganic & Nuclear
Yoshiyuki Mizuhata, Wataru Ijichi, Ryohei Nishino, Tatsuhisa Kato, Eiichi Kayahara, Shigeru Yamago, Norihiro Tokitoh
Summary: The first example of a hydrodigermenide has been synthesized, and the reactions of pentabromodigermane and digermyne with KC8 have been investigated. The structures of the obtained compounds were confirmed by spectroscopic and X-ray crystallographic analyses.
Article
Multidisciplinary Sciences
Ryohei Nishino, Norihiro Tokitoh, Ryuto Sasayama, Rory Waterman, Yoshiyuki Mizuhata
Summary: A germanium atom transfer reaction using a germanium analogue of the phenyl anion is reported, which yields a germanium-substituted benzene and allows for subsequent transfer of the germanium atom. Computational studies reveal a novel aromatic-to-aromatic nuclear germanium replacement reaction on the germabenzene ring.
NATURE COMMUNICATIONS
(2023)
Article
Chemistry, Inorganic & Nuclear
Shingo Tsuji, Norihiro Tokitoh, Hiroko Yamada, Yoshiyuki Mizuhata
Summary: The researchers have successfully synthesized and isolated germanium analogues, and studied their properties and compared them with other heavy aromatic compounds.
INORGANIC CHEMISTRY FRONTIERS
(2023)
Review
Multidisciplinary Sciences
Shiori Fujimori, Yoshiyuki Mizuhata, Norihiro Tokitoh
Summary: The aromaticity and synthetic application of heavy benzenes, which are benzenes containing heavier Group 14 elements, have been extensively studied. This review focuses on the chemistry of metallabenzenyl anions, which are heavy analogs of phenyl anions stabilized by charge repulsion instead of steric protection.
PROCEEDINGS OF THE JAPAN ACADEMY SERIES B-PHYSICAL AND BIOLOGICAL SCIENCES
(2023)
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)
