Article
Chemistry, Analytical
Yan Shi, Fangjun Huo, Caixia Yin
Summary: In this study, a fluorescent probe with good cell penetration and high selectivity and sensitivity for detecting hydrazine was designed. The probe showed high selectivity and sensitivity to hydrazine in water samples, food, and in vitro and in vivo tests. The probe achieved ratiometric detection of hydrazine by ring opening using naphthalimide as the fluorescence chromophore and pyrone as the recognition site. The added ester improved the lipid solubility of the probe and enabled better penetration of the cell membrane for fluorescent imaging in cells.
Article
Chemistry, Organic
Gauthier Lefebvre, Olivier Charron, Janine Cossy, Christophe Meyer
Summary: Radical addition of SF5Cl to cyclopropenes was investigated to access SF5-cyclopropyl building blocks. The reaction shows regioselectivity at the less substituted carbon and moderate to high levels of diastereocontrol in chlorine atom transfer. The resulting adducts can undergo subsequent radical reduction or radical cyclization.
Article
Polymer Science
Minoru Koyama, Midori Akiyama, Kimiaki Kashiwagi, Kyoko Nozaki, Takashi Okazoe
Summary: In this study, a CF3-rich perfluoropolyether (PFPE) with a crystalline structure was successfully synthesized. This solid PFPE exhibited higher water- and oil-repellency compared to polytetrafluoroethylene (PTFE).
MACROMOLECULAR RAPID COMMUNICATIONS
(2022)
Article
Chemistry, Multidisciplinary
Yong-Liang Liu, Xiao-Ping Wang, Ya Li
Summary: A highly selective TMG-catalyzed beta-addition of (arylsulfonyl)fluoromethane derivatives to allenoates has been developed, leading to structurally diverse beta-addition products with a stereogenic fluorinated carbon center.
Article
Chemistry, Physical
Qiang Li, Yiwen Xu, Yang Long, Sun Li, Buyi Xu, Ying Xia, Xiangge Zhou
Summary: This study presents a palladium-catalyzed C-C bond activation of an unstrained ketone enabled by a removable directing group through β-C elimination to synthesize 2-arylpyridine. The method demonstrates wide substrate scope with yields up to 95%, good functional group tolerance, and functionality of natural products. The 2-arylpyridine N-oxide products can be easily converted to the corresponding 2-arylpyridines under mild reaction conditions.
Review
Chemistry, Organic
Marco Colella, Pantaleo Musci, Michael Andresini, Mauro Spennacchio, Leonardo Degennaro, Renzo Luisi
Summary: Fluoroiodomethane (CH2FI) has emerged as a convenient and readily available platform for monofluoromethylation strategies. Recent applications demonstrate its potential in the preparation of organofluorine compounds.
ORGANIC & BIOMOLECULAR CHEMISTRY
(2022)
Article
Chemistry, Multidisciplinary
Yue Pang, Markus Leutzsch, Nils Noethling, Felix Katzenburg, Josep Cornella
Summary: The study reports a hydrodefluorination reaction of polyfluoroarenes catalyzed by bismuthinidenes, involving a Bi(I)/Bi(III) redox cycle with C(sp(2))-F oxidative addition, F/H ligand metathesis, and C(sp(2))-H reductive elimination steps. Spectroscopic evidence supports the formation of a transient Phebox-Bi(III)(4-tetrafluoropyridyl) hydride during catalysis, which decomposes at low temperature to regenerate the propagating Phebox-Bi(I). This protocol highlights a unique catalytic example of a main-group center performing three elementary organometallic steps in a low-valent redox manifold.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
(2021)
Article
Chemistry, Organic
Anais Loison, Fabien Toulgoat, Thierry Billard, Gilles Hanquet, Armen Panossian, Frederic R. Leroux
Summary: The fluorine atom and fluorinated substituents play important roles in pharmaceutical and agrochemical active ingredients, beneficially modulating their properties. Among these, the -OCHF2 group is emerging as an interesting motif capable of forming hydrogen bonds. There is a growing need for methods to introduce this group.
Article
Chemistry, Multidisciplinary
Haiwei Zhao, Yang Gu, Qilong Shen
Summary: Due to its unique physical and electrophilic properties, the difluoromethyl group has been playing an irreplaceable role in the field of pharmaceutical and agrochemical industry. Methods that could efficiently incorporate the difluoromethyl group into the target molecules are increasing in recent years. Developing a stable and efficient difluoromethylating reagent is thus highly attractive.
Article
Chemistry, Multidisciplinary
Hanliang Zheng, Zhen Li, Jianfang Jing, Xiao-Song Xue, Jin-Pei Cheng
Summary: This study reveals that despite the expected enhancement of acidity by fluorine on alpha-C-sp3-H, in reality, it often weakens the acidity of most (phenylsulfonyl)methane derivatives. Density functional theory computations were able to reproduce and provide insight into this anomalous alpha-fluorine effect, correlating the C-H pK(a) values of (phenylsulfonyl)methane derivatives with Mayr's nucleophilicity parameter (N) of the corresponding carbanions.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2021)
Article
Chemistry, Organic
Jeremy Saiter, Thomas Guerin, Morgan Donnard, Armen Panossian, Gilles Hanquet, Frederic R. Leroux
Summary: Trifluoromethoxylation has attracted great attention in recent years due to the high interest in the OCF3 group for pharmaceutical and agrochemical applications. However, the existing methods often require the use of toxic, expensive, unstable F3CO- transfer reagents, which can generate undesired side-products. To address this issue, researchers have proposed a strategy involving the in-situ generation of gaseous fluorophosgene from triphosgene, its conversion by fluoride into the OCF3 anion, and the direct use of the latter in nucleophilic substitutions.
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
(2021)
Article
Acoustics
Ahmed A. Shabana, Ahmed E. Eldeeb, Zhengfeng Bai
Summary: This paper introduces a new hybrid actuation system for reducing small oscillations in articulated flexible-robot systems. By solving a fully-constrained inverse-dynamics problem, the actuation forces can be determined without numerical integration of the equations of motion. Future research will focus on exploring the motion/shape control strategy further.
JOURNAL OF SOUND AND VIBRATION
(2021)
Article
Chemistry, Multidisciplinary
Anna Garbagnati, Martin Piesch, Michael Seidl, Gabor Balazs, Manfred Scheer
Summary: This study investigated the oxidation of [(Cp'''Co)(2)(mu,eta(2) : eta(2)-E-2)(2)] (E = As (1), P (2); Cp''' = 1,2,4-tri(tert-butyl)cyclopentadienyl) with halogens or halogen sources. Various ionic compounds and neutral species were obtained and characterized, providing a new method for the synthesis of polyphosphorus compounds.
CHEMISTRY-A EUROPEAN JOURNAL
(2022)
Article
Biochemistry & Molecular Biology
Qinghe Liu, Taige Kong, Chuanfa Ni, Jinbo Hu
Summary: A reagent-controlled highly stereoselective reaction was reported for the synthesis of enantiomerically enriched alpha-difluoromethyl amines using (S)-difluoromethyl phenyl sulfoximine 1 and imines. This approach offers high efficiency, high stereoselectivity, and a broad substrate scope, possibly achieved through a non-chelating transition state.
Article
Chemistry, Organic
Norihiko Takeda, Yukiko Kobori, Motohiro Yasui, Yuki Matsumoto, Kotomi Orihara, Yusaku Kido, Masafumi Ueda
Summary: A new method for synthesizing 2-acyl pyrrolidines has been developed through sequential nucleophilic addition/ring contraction of alpha-bromo N-iminolactam with organometallic reagents. This reaction allows the incorporation of various groups, including aryl, heteroaryl, alkenyl, alkynyl, and alkyl groups, into the facial construction of 2-acyl pyrrolidines. Moreover, the 2-acyl pyrrolidine products can be further transformed into different compounds such as pyrrolidinyl alcohol, epoxide, b-lactam, and pyrazole.
TETRAHEDRON LETTERS
(2021)
Article
Nanoscience & Nanotechnology
Xiaotian Sun, Lin Xu, Yu Zhang, Weizhou Wang, Shiqi Liu, Chen Yang, Zhiyong Zhang, Jing Lu
ACS APPLIED MATERIALS & INTERFACES
(2020)
Article
Crystallography
Yu Zhang, Jian-Ge Wang, Weizhou Wang
Article
Chemistry, Multidisciplinary
Maximilian Lamanec, Rabindranath Lo, Dana Nachtigallova, Aristides Bakandritsos, Elmira Mohammadi, Martin Dracinsky, Radek Zboril, Pavel Hobza, Weizhou Wang
Summary: The interaction between carbon allotropes and piperidine involves unique N->C dative/covalent bonds, which are detected only in complexes of fullerenes with piperidine. The non-planar structure and presence of five-member rings in carbon allotropes are key factors for the formation of this type of bond. Thermodynamics calculations, molecular dynamics simulations, and NMR and FTIR spectroscopy results help explain the specific interactions and provide insights for controlled organic functionalization.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2021)
Article
Chemistry, Physical
Yu Zhang, Weizhou Wang
Summary: This study investigated the effect of the strong N···I halogen bond on the electronic structures and properties of potential organic semiconductor building blocks. The results showed that the formation of the strong N···I halogen bond can lower the energy gap of organic semiconductor materials, making it a useful tool for the design and synthesis of these materials.
COMPUTATIONAL AND THEORETICAL CHEMISTRY
(2021)
Article
Chemistry, Multidisciplinary
Rabindranath Lo, Debashree Manna, Maximilian Lamanec, Weizhou Wang, Aristides Bakandritsos, Martin Dracinsky, Radek Zboril, Dana Nachtigallova, Pavel Hobza
Summary: The study reveals the stable dative bond and transformation to an adduct complex between C-60 and piperidine, emphasizing the key role of piperidine dimer in complex formation. Significant differences in the electronic properties of dative bond and adduct complexes modulated by the environment suggest versatile applications in fields like energy storage devices.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
(2021)
Article
Crystallography
Yu Zhang, Weizhou Wang
Summary: This study investigates the face-to-face sigma-hole...sigma-hole stacking interactions in crystal structures using quantum chemical calculations, showing that they exist with unique properties despite their weak strength. Unlike other dispersion-dominated interactions, the contribution of the induction energy to the attraction energy of this interaction is significant. The study also suggests that the encapsulation of complexes bound by these interactions can tune the electronic properties of the container.
Article
Biochemistry & Molecular Biology
Yu Zhang, Weizhou Wang
Summary: In this study, the bifurcated sigma-hole and sigma-hole stacking interactions between organosulfur molecules were investigated using a combined method of the Cambridge Structural Database search and quantum chemical calculation. It was found that the binding energy of the bifurcated sigma-hole stacking interaction is generally lower than the sum of the binding energies of two monofurcated sigma-hole stacking interactions. The electrostatic energy contribution increases significantly and the dispersion component decreases significantly for the bifurcated sigma-hole stacking interaction compared to the linear monofurcated sigma-hole stacking interaction. Another important finding is that the spin-component scaled zeroth-order symmetry-adapted perturbation theory performs well in studying the bifurcated sigma-hole stacking interactions. This work provides valuable information for the design and synthesis of novel organic optical and electronic materials.
Article
Crystallography
Weizhou Wang
Summary: The compound is C6H2Br2N2Se, with a monoclinic crystal structure and lattice parameters a = 7.7277 Å, b = 19.6360 Å, c = 10.8656 Å, β = 102.124 degrees, and volume V = 1611.98 ų at 290 K.
ZEITSCHRIFT FUR KRISTALLOGRAPHIE-NEW CRYSTAL STRUCTURES
(2022)
Article
Crystallography
Weizhou Wang
Summary: This is a description of the structural characteristics of the C21H11F4I2N3 crystal.
ZEITSCHRIFT FUR KRISTALLOGRAPHIE-NEW CRYSTAL STRUCTURES
(2022)
Article
Crystallography
Shaobin Miao, Yunfan Zhang, Linjie Shan, Mingyuan Xu, Jian-Ge Wang, Yu Zhang, Weizhou Wang
Summary: The crystal structures of 1:1 and 2:1 cocrystals of isophthalic acid and 2,1,3-benzoselenadiazole were successfully synthesized and analyzed through quantum chemical calculations. The noncovalent interactions involve an O-H···N hydrogen bond and a N-Se···O chalcogen bond forming a cyclic supramolecular heterosynthon, indicating their key role in crystal growth. The strengths of the interactions in these cocrystals were compared with the pure isophthalic acid crystal structure, highlighting the effectiveness of the [COOH]···[Se-N] cyclic heterosynthon in crystal design.
Article
Chemistry, Multidisciplinary
Xiao-Gang Yang, Yu Zhang, Weizhou Wang, Lu-Fang Ma
Summary: An organic semiconductor cocrystal between 2, 2'-bi(1, 8-naphthyridine) and I2 is investigated, and it forms strong I∙∙∙N halogen bonds. The formation of these bonds increases the sublimation temperature of I2 and changes the crystalline order of the organic semiconductor, making charge transport more efficient.
CRYSTAL GROWTH & DESIGN
(2022)
Article
Biochemistry & Molecular Biology
Ziyu Wang, Weizhou Wang, Hai-Bei Li
Summary: Noncovalent sulfur interactions are widely present and have significant roles in medicinal chemistry and organic optoelectronic materials. Quantum chemical calculations and X-ray crystallographic experiments have shown that the electrostatic potentials on the surface of sulfur atom can be modified through the through-space effects of proper substituents, enabling the design of different types of noncovalent sulfur interactions.
Article
Chemistry, Organic
Honghong Lan, Shaobin Miao, Weizhou Wang
Summary: The 1:1 cocrystal of 4-nitrophenol and 2,1,3-benzoselenadiazole was synthesized successfully, and the X-ray single-crystal diffraction analysis revealed a [Se-N]2 cyclic supramolecular synthon in the structure. The molecules were connected by hydrogen bonds and chalcogen bonds to form a one-dimensional ribbon structure, and adjacent ribbons were stabilized by π stacking interactions to form a two-dimensional network.
Article
Materials Science, Multidisciplinary
Xiaotian Sun, Zhigang Song, Nannan Huo, Shiqi Liu, Chen Yang, Jie Yang, Weizhou Wang, Jing Lu
Summary: The newly synthesized 2D MoSi2N4 material shows promising performance, potentially serving as an alternative to traditional MoS2 to extend Moore's law beyond the sub-5 nm scale.
JOURNAL OF MATERIALS CHEMISTRY C
(2021)
Article
Chemistry, Physical
Rabindranath Lo, Maximilian Lamanec, Weizhou Wang, Debashree Manna, Aristides Bakandritsos, Martin Dracinsky, Radek Zboril, Dana Nachtigallova, Pavel Hobza
Summary: The study investigates the complexes formed between C-70 carbon allotrope and piperidine through a combined experimental-computational approach. It demonstrates the existence of dative/covalent bonding and explains the mechanism behind it. These new findings provide new insights for the rational design of modified fullerenes and their applications in various fields.
PHYSICAL CHEMISTRY CHEMICAL PHYSICS
(2021)
