Article
Chemistry, Multidisciplinary
Debabrata Dhara, Felipe Fantuzzi, Marcel Haerterich, Rian D. Dewhurst, Ivo Krummenacher, Merle Arrowsmith, Conor Pranckevicius, Holger Braunschweig
Summary: This study reports the reduction of bulky ferrocenyl-based NHC-stabilised aluminium(iii) diiodide in different hydrocarbon solvents, with different outcomes observed in hexane and aromatic solvents. Reduction in hexane led to C-H activation, while reduction in aromatic solvents resulted in unknown Birch-type reductions of solvent molecules.
Article
Chemistry, Multidisciplinary
Yun Xiong, Shicheng Dong, Shenglai Yao, Chenshu Dai, Jun Zhu, Sebastian Kemper, Matthias Driess
Summary: White phosphorus (P-4) undergoes degradation to produce 2,5-disila-3,4-diphosphapyrrole 2 and two novel functionalized Si=P doubly bonded compounds 3 and 4 when exposed to the new N,N-bis(silylenyl)aniline PhNSi2 1. The transformation of compound 2 into compounds 3 and 4 can be achieved depending on the molar ratio of 1 and P-4 as well as the reaction conditions. These compounds can interconvert through reactions with 1 and P-4.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2022)
Article
Chemistry, Inorganic & Nuclear
Tatyana S. Koptseva, Mikhail Moskalev, Alexandra A. Skatova, Roman Rumyantcev, Igor L. Fedushkin
Summary: The reactions of H2AlCl with specific ligands produce aluminum hydrides supported by radical-anionic 1,2-bis(arylimino)acenaphthene ligands. These aluminum hydrides react with CO2 to form corresponding alumoxanes. The compounds have been characterized by ESR and IR spectroscopy, and their molecular structures have been determined by single-crystal X-ray analysis.
INORGANIC CHEMISTRY
(2022)
Article
Chemistry, Organic
Andrey V. Marchenko, Valery A. Ozeryanskii, Oleg P. Demidov, Alexander S. Antonov, Elena Yu. Tupikina, Alexander F. Pozharskii
Summary: The lithiation reaction of 2,7-disubstituted derivatives of 1,8-bis(dimethylamino)naphthalene (DMAN) bearing OMe, NMe2, and SMe groups was studied. It was found that OMe groups facilitate the selective dual beta-lithiation of the naphthalene moiety, while NMe2 groups allow only monolithiation due to decreased acidity and conformational immobilization. SMe groups do not undergo ring lithiation but undergo deprotonation. The synthesis of previously unknown 2,3,6,7-tetrasubstituted DMANs was achieved, providing the first opportunity to study the double buttressing effect (BE) version.
JOURNAL OF ORGANIC CHEMISTRY
(2022)
Article
Spectroscopy
Jinfeng Zhao, Bing Jin
Summary: This study investigates the photo-induced excited state hydrogen bonding interactions and excited state proton transfer behaviors of HPBB compound in solvents with different polarities. The enhanced excited state hydrogen bonds of HPBB are more prominent in nonpolar solvents. Analysis of hydrogen bond geometrical parameters and charge redistribution reveals the influence of solvent polarity on the ESIDPT mechanism.
SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY
(2021)
Article
Chemistry, Multidisciplinary
Hongmei Jiang, Haicheng Shen, Sha Zhu, Binbin Wang, Yujie Yang, Zhibin Nong, Min Yi, Shiyun Tang, Qing-Wen Gui
Summary: A novel and inexpensive double thiolation reagent has been reported for sulfurizing a broad range of imidazo[1,2-alpha]pyridines under mild conditions. Diethylaminosulfur trifluoride, a common nucleophilic fluorinating reagent, was utilized as the novel thiolation reagent in this study.
Article
Chemistry, Applied
Hui Chen, Yan Zhang, Xiangying Xin, Nannan Feng, Deqiao Wu, Junwei Zhang, Bing Fang, Nan Zhang
Summary: Through the synthesis of a redox with a silsesquioxane framework, this study successfully prepared a triggered biodegradable nanocapsule for targeted drug release, controlled by BSA and FA, effectively inhibiting tumor growth within tumor cells.
MICROPOROUS AND MESOPOROUS MATERIALS
(2021)
Article
Chemistry, Multidisciplinary
Yeon Su Choi, Kang Moo Huh, Min Suk Shim, In Suh Park, Yong-Yeon Cho, Joo Young Lee, Hye Suk Lee, Han Chang Kang
Summary: This study investigates the release of therapeutics in the cytosol using a diselenide-based drug carrier, identifying GSH as the major trigger for diselenide cleavage and demonstrating synergistic anticancer effects when combining the carrier with an anticancer drug. The research shows that the combined use of diselenide-based drug carrier and drug has a significant inhibitory effect on tumor growth in vivo.
ADVANCED FUNCTIONAL MATERIALS
(2021)
Article
Crystallography
Ziyu Wang
Summary: The research indicates that the strong bifurcated iodine bond plays a crucial role in driving the formation of the unique double helices between 1,2-diiodotetrafluorobenzene and 2,2'-bi(1,8-naphthyridine), whereas other halogen bonds do not have the same effect.
Article
Chemistry, Physical
Bing Jin, Changyun Chen, Ye Hong, Jiadi Liu, Kuaibing Wang, She Tang, Cheng Zhang, Qichun Zhang
Summary: In this study, a composite of double-carbon matrix (CNTs and meso-C)-supported K-MnO2 was synthesized by combining carbon nanotubes and mesoporous carbon materials. The composite exhibited redox pseudocapacitor behavior in neutral aqueous electrolyte, with high specific capacity and ultrahigh potential range.
ACS APPLIED ENERGY MATERIALS
(2022)
Article
Chemistry, Inorganic & Nuclear
Mohd Asif Ansari, Mursaleem Ansari, Madhusudan K. Pandey, Christian Koehler, Regine Herbst-Irmer, Dietmar Stalke, Herbert W. Roesky
Summary: The reaction of 3,4,5,6-tetrafluoroterephthalonitrile (1) with bis(silylene) and bis(germylene) LE-EL [E=Si (2) and Ge(3): L=PhC((NBu)-Bu-t)(2))] was investigated. An unprecedented oxidative addition of a C-F bond of 1 occurred when LSi-SiL (L=PhC((NBu)-Bu-t)(2)) (2) reacted with two equivalents of 1, leading to the formation of disilicon(III) fluoride {L(4-C8F3N)FSi-SiF(4-C8F3N)L}(4) with the Si-Si single bond retained. In contrast, the reaction of LGe-GeL (L=PhC((NBu)-Bu-t)(2)) (3) with one equivalent of 1 resulted in the oxidative cleavage of Ge-Ge bond, yielding L(4-C8F3N2)Ge (5) and LGeF (6). The three compounds (4-6) were characterized by various spectroscopic methods and elemental analysis. The X-ray crystal structure determination of compound 4 confirmed the intact Si-III-Si-III bond.
EUROPEAN JOURNAL OF INORGANIC CHEMISTRY
(2023)
Article
Chemistry, Organic
Yi-Ming Zhao, Xu Wang, Zi-Yi Guo, Hang Li, Ji-Tan Zhang, Mei-Hua Xie
Summary: A copper-catalyzed three-component reaction has been established for the synthesis of (Z)-1,2-bis(arylthio)alkenes via a syn-addition process involving ynones, aryl iodides, and elemental sulfur. The reaction shows practicality in operation, broad substrate scope, and the possibility of readily accessible scale-up synthesis with good to excellent yields. Additionally, benzo[b][1,4]dithiines can be efficiently constructed using 1,2-diiodobenzene as the coupling partner.
JOURNAL OF ORGANIC CHEMISTRY
(2022)
Article
Chemistry, Multidisciplinary
Ziyu Gan, Xiaolong Zhu, Qiuli Yan, Xiuyan Song, Daoshan Yang
Summary: An efficient method for synthesizing sulfur-bridged imidazopyridines using inexpensive sulfur powder as the sulfur source has been developed under metal-free conditions. The reaction proceeds smoothly without the need for any additives, reducing the production of chemical waste. This cost-effective and green approach offers a useful strategy for constructing a library of novel and biologically interesting heteroaromatic sulfides.
CHINESE CHEMICAL LETTERS
(2021)
Article
Chemistry, Inorganic & Nuclear
Mahendra K. Sharma, Christoph Wolper, Stephan Schulz
Summary: Gallaphosphene reacts with polar X-H bonds at ambient temperature, showing selective 1,2 addition at the polar Ga-P double bond. The resulting complexes were characterized using IR and NMR spectroscopy, elemental analysis, and single-crystal X-ray diffraction.
DALTON TRANSACTIONS
(2022)
Article
Chemistry, Inorganic & Nuclear
Tengdie Wu, Shen Wang, Yongxing Lv, Tianyue Fu, Jinhai Jiang, Xin Lu, Zhipeng Yu, Jie Zhang, Lianke Wang, Hongping Zhou
Summary: Tetradentate N2S2 coordination platforms are widely present in biological systems, providing metalloenzymes and metalloproteins with diverse reactivities and functions. However, the development of N2S2 scaffolds in coordination chemistry is still limited. In this study, a novel tetradentate N2S2 ligand was designed to assemble a series of first-row transition metal complexes, demonstrating various geometries and coordination numbers. The ligand showed great structural flexibility, and the optical properties of the compounds were also investigated.
DALTON TRANSACTIONS
(2022)
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
Chemistry, Organic
Junya Kanda, Naoki Egami, Takahiro Sasamori, Ayumi Imayoshi, Takashi Hosoya, Kazunori Tsubaki
Summary: Bridged indigos, synthesized by bridging the two nitrogen atoms in the indigo structure with a carbon chain, exhibit intrinsic planar chirality. During thermo- and photoisomerization, the absence of (Z)-indigo and the presence of racemization can be attributed to the low activation energy of inversion and the significant energy difference between the ground states of (E)-indigo and (Z)-indigo.
JOURNAL OF ORGANIC CHEMISTRY
(2021)
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.