Article
Engineering, Chemical
Fujun Li, Zhaoyan Guo, Wenbo Yang, Yumeng Zhou, Yue Ru, Guicun Qi, Dali Gao, Shengyang Tao
Summary: This study presents the design and construction of an optical-ultrasonic coupled continuous flow reactor for the synthesis of insoluble α-bromoketone. The method enhances ultrasound power transfer and eliminates the thermal effects of ultrasound and light sources through a flowing cooling medium. The experimental results show that this method is more efficient than traditional batch reactors, reducing product particles and eliminating blockage issues.
INDUSTRIAL & ENGINEERING CHEMISTRY RESEARCH
(2023)
Article
Chemistry, Organic
Zhuo-Zhuo Zhang, Lu Jiang, Jun-Long Li, Bing-Feng Shi
Summary: Efficient and stereoselective synthesis of C-ferrocenyl glycosides was achieved through Pd-catalyzed stereoselective C-H glycosylation, providing rapid access to sole bis-C-ferrocenylglycosides in good to high yields (up to 98% yield) with exclusive stereoselectivity. A diverse range of glycosyl chlorides were well tolerated.
Article
Chemistry, Multidisciplinary
Kirill V. Zaitsev, Gleb A. Veshchitsky, Yuri F. Oprunenko, Anastasia V. Kharcheva, Anna A. Moiseeva, Igor P. Gloriozov, Elmira Kh. Lermontova
Summary: This study presents the synthesis of a series of novel heterocyclic digermanes by a specific reaction, and investigates their structural features and properties.
CHEMISTRY-AN ASIAN JOURNAL
(2023)
Article
Chemistry, Organic
Sabina Yashmin, Abu Taleb Khan, Sai Jyothi Akula, R. Radhakrishnanand, Kalishankar Bhattacharyya
Summary: Herein, a metal- and oxidant-free synthesis of 7-bromobenzo[c]chromeno[4,3,2-gh]phenanthridines using N-bromosuccinimide is reported. The sequential regioselective bromination, intramolecular ring cyclization, and aromatization reactions occur in a single step through a successive radical-catalyzed pathway. The method has high synthetic efficiency and selectivity, and the fluorescence properties of the synthesized product are experimentally verified.
JOURNAL OF ORGANIC CHEMISTRY
(2023)
Article
Chemistry, Inorganic & Nuclear
Ajay Kumar Chinnam, Richard J. Staples, Jean'ne M. Shreeve
Summary: Compound 14 is a CNO-based oxidizer with positive oxygen balance, moderate thermostability, and mechanical insensitivity, which may find useful applications in the field of green rocket propellant.
DALTON TRANSACTIONS
(2021)
Article
Chemistry, Multidisciplinary
Marko Nesic, David B. Ryffel, Jonathan Maturano, Michael Shevlin, Scott R. Pollack, Donald R. Gauthier Jr, Pablo Trigo-Mourin, Li-Kang Zhang, Danielle M. Schultz, Jamie M. McCabe Dunn, Louis-Charles Campeau, Niki R. Patel, David A. Petrone, David Sarlah
Summary: The collaborative total synthesis of darobactin A, a selective antibiotic against Gram-negative bacteria, has been achieved in a convergent manner using D-Garner's aldehyde and L-serine as starting materials. The synthesis involved 16 steps and three scalable routes were developed to synthesize non-canonical amino acids. The closure of the bismacrocycle was successfully achieved through sequential, halogen-selective Larock indole syntheses, with the cyclization order playing a crucial role in the formation of the desired atropisomer.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
(2022)
Article
Chemistry, Organic
Javeed Ahmad Tali, Ravi Shankar
Summary: Here, we report an unprecedented protocol using ruthenium-catalyzed annulation for the synthesis of 6H-chromeno[4 ',3 ':4,5]imidazo[1,2-a]pyridin-6-one, and a new method for intramolecular chelation-assisted C-H activation to produce functionalized 2-(3-formylimidazo[1,2-a]pyridin-2-yl)phenyl acetate. Furthermore, a one-pot approach using ruthenium catalysis and formic acid has been developed for the gram-scale synthesis of bis(2-phenylimidazo[1,2-a]pyridin-3yl)methane (BIP) and the late-stage functionalization of zolimidine, a marketed drug, with good yield.
Article
Chemistry, Physical
Chandini KM, Fares Hezam Al-Ostoot, E. Eman Shehata, Y. Nuha Elamin, Hela Ferjani, M. A. Sridhar, N. K. Lokanath
Summary: A new organic compound was synthesized and characterized using elemental analysis, spectroscopic analysis, and X-ray diffraction. Various theoretical and computational methods were employed to demonstrate intramolecular and intermolecular interactions, as well as the charge distribution and orbital energy gap of the compound.
JOURNAL OF MOLECULAR STRUCTURE
(2021)
Article
Biochemistry & Molecular Biology
Yan-Ru Fan, Bo-Jin Wang, Deng-Guo Jia, Xin-Bin Yang, Yu Huang
Summary: A series of tripodal ferrocenyl bis-naphthalimide derivatives were synthesized to study their DNA binding ability and cytotoxicity induced by reactive oxygen species. All compounds exhibited good DNA binding ability, with the structure of n = 3, m = 1 being identified as the best choice based on structure cytotoxicity relationship.
JOURNAL OF INORGANIC BIOCHEMISTRY
(2021)
Article
Biochemistry & Molecular Biology
Vanessza Judit Kolcsar, Gyorgy Szollosi
Summary: In this study, a convenient and green procedure for the preparation of N-heterocyclic compounds was developed using environmentally friendly processes and efficient catalysts. The application of mechanochemical activation significantly shortened the reaction time and improved the yield.
Article
Chemistry, Organic
Juan J. Rojas, Elena Torrisi, Maryne A. J. Dubois, Riashat Hossain, Andrew J. P. White, Giovanni Zappia, James J. Mousseau, Chulho Choi, James A. Bull
Summary: This paper reports a method for synthesizing 1,4-dioxanes and explores the catalytic mechanism of the reaction. The reaction exhibits high regio- and diastereoselectivity, and the resulting products serve as interesting motifs for drug discovery.
Article
Chemistry, Organic
Shangsheng Zhou, Yu Pu, Zhengli Liu, Xiaoming Zhang, Jiang Zhu, Zhang Feng
Summary: This study presents a novel iron-catalyzed reaction that efficiently converts unactivated gem-difluoroalkenes, gem-dichloroalkenes, and gem-dibromoalkenes into 1,2-bis(boryl)-alkanes with high selectivity and broad substrate applicability. Preliminary mechanistic studies suggest that double beta-F elimination plays a role in the catalytic cycle, with 1,1-diborylated alkenes potentially serving as intermediates in this iron-catalyzed 1,2-diborylation reaction.
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
Chemistry, Physical
Julien Escudero, Pieter Mampuys, Carl Mensch, Charles B. Bheeter, Robby Vroemans, Romano V. A. Orru, Jeremy Harvey, Bert U. W. Maes
Summary: o-Phenylene N-substituted iminocarbonates can be obtained through aerobic Ni-catalyzed reaction of readily available catechols and isocyanides. The choice of oxidant and absence of base are crucial to avoid unwanted catechol oxidation. This method is generally applicable to other oxidation-sensitive aromatic 1,2-bisnucleophiles, providing a new approach to important bicyclic heterocycles.
Article
Chemistry, Physical
Lan-Hee Yang, Kyeong Eun Park, Sungho Yoon
Summary: Efforts are being made to improve the hydrophilicity of polydimethylsiloxane (PDMS), by synthesizing bis(propane-1,2-diol)-terminated PDMS (G-PDMS-G) to enhance the hydrophilicity and reactivity of hydroxyl PDMS. This study shows that G-PDMS-G can decrease contact angle and viscosity, indicating improved hydrophilicity.
Article
Chemistry, Multidisciplinary
Shuhei Akahori, Takahiro Sasamori, Hiroshi Shinokubo, Yoshihiro Miyake
Summary: The self-assembly behavior of tetraazatetrathia[8]circulenes is revealed to be driven by both enthalpy and entropy, due to the unique structure of the molecules containing sp(2)-hybridized nitrogen atoms.
CHEMISTRY-A EUROPEAN JOURNAL
(2021)
Article
Chemistry, Multidisciplinary
Yusuke Oyamada, Kazuto Inaba, Takahiro Sasamori, Shuichi Nakamura
Summary: This study achieved high enantioselectivity in the reaction of imines by introducing a cyano group as an activating group. The density functional theory (DFT) calculation clarified the stereochemical outcome and importance of the N-cyano group in the reaction.
CHEMICAL COMMUNICATIONS
(2022)
Article
Biochemistry & Molecular Biology
Kazuhira Miwa, Shinobu Aoyagi, Takahiro Sasamori, Shogo Morisako, Hiroshi Ueno, Yutaka Matsuo, Hideki Yorimitsu
Summary: The reduction of fullerene (C-60) with sodium dispersion in the presence of an excess amount of dipropyl sulfate yields highly propylated fullerene, C-60(nC(3)H(7))(n) (max. n = 24), with C-60(nC(3)H(7))(20) being predominantly generated as indicated by mass spectrometry.
Article
Chemistry, Organic
Takuya Murai, Yongning Xing, Mayu Kurokawa, Toshifumi Kuribayashi, Masanori Nikaido, Elghareeb E. Elboray, Shohei Hamada, Yusuke Kobayashi, Takahiro Sasamori, Takeo Kawabata, Takumi Furuta
Summary: A one-pot transformation method has been developed to convert biaryl dicarboxylic acids to (NH)-phenanthridinone derivatives using Curtius rearrangement and subsequent basic hydrolysis. This method is also applicable for preparing optically active amide-functionalized [7]helicene-like molecules. In addition, aza[5]helicene derivatives with a phosphate moiety were obtained as products of the Curtius rearrangement step when chalcogen atoms were present in the substrates. X-ray diffraction analysis revealed that chalcogen-bonding and pnictogen-bonding interactions may contribute to the stabilization of these compounds.
JOURNAL OF ORGANIC CHEMISTRY
(2022)
Article
Biochemistry & Molecular Biology
Sudhir Lima, Atanu Banerjee, Gurunath Sahu, Sushree Aradhana Patra, Kausik Sahu, Takahiro Sasamori, Giuseppe Sciortino, Eugenio Garribba, Rupam Dinda
Summary: In this study, five new mononuclear mixed ligand oxidovanadium(IV) complexes were synthesized and characterized. These complexes contain tridentate O,N,O-donor aroylhydrazones as the main ligand and N,N-chelating 2,2'-bipyridine and 1,10-phenanthroline as the co-ligand. The interaction of these complexes with two proteins was studied, and their cytotoxicity against human cervical cancer and colon cancer cell lines was evaluated.
JOURNAL OF INORGANIC BIOCHEMISTRY
(2022)
Article
Chemistry, Inorganic & Nuclear
Sushree Aradhana Patra, Gurunath Sahu, Pratikshya Das Pattanayak, Takahiro Sasamori, Rupam Dinda
Summary: In this study, five fluorescent organotin(IV) complexes based on ONO donors were successfully synthesized and their photophysical properties were characterized. The results showed that these compounds were easily absorbed by cells and mainly internalized in mitochondria with negligible cytotoxicity at imaging concentration. Additionally, these complexes exhibited high photostability and could be used for long-term real-time tracking of cell organelles. Therefore, this low-toxic organotin-based fluorescent probe has potential applications in imaging mitochondria and tracking changes in their morphology within living cells.
INORGANIC CHEMISTRY
(2022)
Article
Chemistry, Applied
Yusuke Oyamada, Shintaro Yamasaki, Mika Tsuzuki, Takumi Kitagawa, Masaru Kondo, Takahiro Sasamori, Shuichi Nakamura
Summary: The catalytic enantioselective allenylation of ketimines derived from isatins is reported. High regio- and enantioselective products were obtained using a bis(imidazoline)-palladium catalyst. The obtained products were further converted into various chiral amines. The stereoselectivity origin was revealed by DFT calculations of the transition state.
ADVANCED SYNTHESIS & CATALYSIS
(2022)
Article
Chemistry, Multidisciplinary
Narumi Itoh, Koh Sugamata, Shogo Morisako, Shinobu Aoyagi, Hideki Yorimitstu, Takahiro Sasamori
Summary: A stable dibenzo-1,6,2,5-dioxadisilocine was synthesized and used as a difunctional electrophile for double-silylation reactions. Its molecular structure was characterized by spectroscopic means and single-crystal X-ray diffraction analysis. Unexpected silylated polycyclic compound was obtained through reductive coupling of phenanthrene via formal [3+3] dimerization reaction.
Article
Chemistry, Inorganic & Nuclear
Mridhul R. K. Ramachandran, Philipp C. Brehm, Gregor Schnakenburg, Takahiro Sasamori, Rene T. Boere, Rainer Streubel
Summary: Tricyclic 1,4-dihydro-1,4-phosphasilines 3a,b were synthesized from Si(NR2)(2)-bridged imidazole-2-thione compounds 2a,b. Based on the calculated Frontier Molecular Orbitals (FMOs) of 3b, a possible P-selective P-N bond cleavage reduction could be predicted, and a redox cycle was established using solutions of P-centred anionic derivative K[4b]. The cycle started with the oxidation of K[4b] to form the P-P coupled product 5b, which could be chemically reduced by KC8 to regenerate K[4b].
DALTON TRANSACTIONS
(2023)
Article
Chemistry, Medicinal
Takuya Murai, Shohei Hamada, Yusuke Kobayashi, Takahiro Sasamori, Takumi Furuta
Summary: The preparation, optical resolution, and structural investigations of a series of axially chiral biaryl dicarboxylic acids bearing oxygen, sulfur, and selenium atoms were conducted. The study revealed that the conformational control of these compounds can be achieved through chalcogen bonding interactions and tetrel bonding interactions. The physical and chiroptical properties of these biaryl dicarboxylic acids were also explored.
CHEMICAL & PHARMACEUTICAL BULLETIN
(2022)
Article
Chemistry, Inorganic & Nuclear
Marika Nakamura, Risa Hyakutake, Shogo Morisako, Takahiro Sasamori, Yoshiyuki Mizuhata, Norihiro Tokitoh, Kouichi Nakashima, Hiroki Fukumoto, Tomohiro Agou
Summary: This study successfully synthesized persistent radical complexes with multi-step electron transfer and long-wavelength absorption characteristics. These complexes exhibited reversible oxidation processes and showed potential as near-infrared active functional dyes.
DALTON TRANSACTIONS
(2022)
Article
Chemistry, Physical
Tomohiro Sugahara, Daisuke Hashizume, Norihiro Tokitoh, Hiroshi Matsui, Ryohei Kishi, Masayoshi Nakano, Takahiro Sasamori
Summary: This study presents the experimental visualization of the valence-electron-density distribution in benzene and its kinetically stabilized heavier-element analogues, 1,2-disilabenzene and 1,2-digermabenzene. The analysis indicates that the 1,2-disilabenzene and 1,2-digermabenzene have lower aromaticity compared to benzene due to the presence of incompletely delocalized pi electrons on their cyclic conjugation systems.
PHYSICAL CHEMISTRY CHEMICAL PHYSICS
(2022)
Article
Chemistry, Organic
Takumi Inoue, Shohei Hamada, Rina Nakamura, Yusuke Kobayashi, Takahiro Sasamori, Takumi Furuta
Summary: An optically active form of an amide-functionalized thia[7]helicene-like molecule was prepared through the cyclization of the corresponding axially chiral d-amino acid. X-Ray analysis revealed its twisted helical structure with clockwise helicity and a pairwise association through hydrogen-bonding interactions.
Article
Chemistry, Multidisciplinary
Takahiro Sasamori, Tomohiro Sugahara, Norihiro Tokitoh
Summary: The corresponding amidinatosupported bromogermylene was obtained via the insertion of the C=N moiety into the Ge-C(Tbb) a-bond. The formation mechanism of the amidinato-supported bromogermylene was revealed by DFT calculations. This type of insertion reaction towards a metal-carbon bond can be interpreted in analogy to the reactivity of transition-metal complexes.
MENDELEEV COMMUNICATIONS
(2022)
Article
Chemistry, Inorganic & Nuclear
Takahiro Sasamori, Hiromu Ueno, Shogo Morisako
Summary: A bisferrocenylsilane-bridged bisphosphine, with bis(1'-dicyclohexylphosphino-1-ferrocenyl)dimethoxysilane acting as the bridge, was synthesized and its structure was characterized. Cyclic voltammetry and differential pulse voltammetry were used to study its redox behavior, and two-step oxidation processes were observed.
