Article
Chemistry, Organic
Xiaoliang Ji, Jinli Nie, Xin Peng, Jinhui Hu, Xuetao Xu, Yubing Huang, Yibiao Li, Huanfeng Jiang
Summary: Here, we have developed a new Pd-catalyzed reaction for the synthesis of dihaloalkenyne derivatives. This reaction proceeds under mild conditions with high selectivity and functional group tolerance.
Article
Chemistry, Multidisciplinary
Edgar Zander, Lea Schweidt, Simon Purschke, Dirk Michalik, Alexander Villinger, Jonas Bresien, Axel Schulz
Summary: The chlorination of 1,2-diphosphinobenzene with PCl5 was successful in yielding 1,2-bis(dichlorophosphino)benzene with a high yield of 93%, despite the presence of multiple P-H functions. This method was also applied to other phosphines, leading to the first synthesis and complete characterization of 1,2,4-tris(dichlorophosphino)benzene (89% yield) and 1,2,4,5-tetrakis(dichlorophosphino)benzene (91% yield), which are valuable precursors for various applications. The study also demonstrated the use of chlorophosphanes in base-induced ring closure reactions with primary amines.
Article
Chemistry, Multidisciplinary
Anna Garbagnati, Michael Seidl, Gabor Balazs, Manfred Scheer
Summary: The study investigated the oxidation reactions of a compound with halogens or halogen sources under different conditions, and characterized the products using various experimental methods, as well as analyzed their electronic structures.
CHEMISTRY-A EUROPEAN JOURNAL
(2022)
Article
Energy & Fuels
Yuna Kim, Desiree Leistenschneider, Arno de Klerk, Weixing Chen
Summary: This study examined the potential of producing carbon fibers from asphaltenes, investigated the effects of various pretreatment methods on properties, and identified factors affecting melt spin productivity.
Article
Chemistry, Multidisciplinary
Cai-Yun Yang, Lin-Ping Hu, De-Run Zhang, Xia Li, Ming-Yu Teng, Bo Liu, Guo-Li Huang
Summary: A general and efficient procedure for the iodination of isoquinolin-1(2H)-ones using N-iodosuccinimide under the catalysis of p-toluenesulfonic acid at room temperature is presented. This method offers an alternative approach for the formation of C-I bonds, resulting in the synthesis of various 4-iodoisoquinolin-1(2H)-ones in moderate to good yields. The procedure demonstrates a wide substrate scope and excellent tolerance towards functional groups.
NEW JOURNAL OF CHEMISTRY
(2022)
Review
Chemistry, Multidisciplinary
Bonnie S. Pak, Nantamon Supantanapong, Christopher D. Vanderwal
Summary: The study focused on exploring the cytotoxins lissodimide family, which contains chlorinated compounds, through semisynthesis and analogue-oriented approaches to gain insights into the structure-activity relationships and the novel halogen-pi dispersion interaction involving chlorine atoms.
ACCOUNTS OF CHEMICAL RESEARCH
(2021)
Review
Biochemical Research Methods
Antonin Cros, Gabriela Alfaro-Espinoza, Alberto De Maria, Nicolas T. Wirth, Pablo I. Nikel
Summary: We suggest that deploying synthetic metabolism tailored for biohalogenation presents a unique opportunity for economically attractive and environmentally friendly organohalide production.
CURRENT OPINION IN BIOTECHNOLOGY
(2022)
Article
Engineering, Environmental
Andrew W. Psoras, Seth W. McCoy, Keith P. Reber, Daniel L. McCurry, John D. Sivey
Summary: This study examines the influence of ipso substitution on the formation of trihalomethanes (THMs) during water chlorination. It confirms the conversion of C-Br bonds into C-Cl bonds for parabens and salicylates, resulting in the presence of brominated and nonhalogenated precursors, which generate polybrominated THMs. The THM molar yield and bromine incorporation were observed to be higher for brominated precursors compared to nonhalogenated precursors. The impact of ipso substitution on THM formation varies with the structure of the organic precursor.
ENVIRONMENTAL SCIENCE & TECHNOLOGY
(2023)
Article
Chemistry, Multidisciplinary
David P. Day, Jorge A. M. Vargas, Antonio C. B. Burtoloso
Summary: Gem-difunctionalized ketones have broad applications in the chemical field and possess rich reactivity, making them ideal for synthesizing high-value organic molecules. Due to their important role in bioactive molecules, research groups worldwide have developed a variety of synthetic routes.
Review
Chemistry, Multidisciplinary
Gennady I. Borodkin
Summary: This review summarizes and critically analyzes the data on the mechanochemical synthesis of halogen-containing organic compounds published mainly over the past 10 years. The established views about the methods of activation of mechanochemical halogenation reactions are discussed. The review considers the mechanochemical fluorination, chlorination, bromination, and iodination reactions of organic compounds. Special attention is given to reaction mechanisms, selectivity problems, and the consideration of mechanochemical approach as a promising trend of green chemistry.
RUSSIAN CHEMICAL REVIEWS
(2023)
Article
Materials Science, Ceramics
Abreeq Naqshbandi, Atikur Rahman
Summary: In this study, chlorine doped hydroxyapatite with varying degrees of ion replacement was successfully synthesized using a ball milling technique. The resulting powders were characterized and confirmed to have apatite as the main phase, with chlorine ions incorporated into the lattice. The crystallinity of the powders declined, but hardness test results indicated the potential of these powders as bone implant materials.
CERAMICS INTERNATIONAL
(2022)
Article
Polymer Science
Pilar Bernal-Ortega, Rafal Anyszka, Yoshihiro Morishita, Raffaele di Ronza, Anke Blume
Summary: The crosslink density of rubber compounds has significant effects on the properties of the final product. Four different experimental techniques were used to determine the crosslink density of silica-filled styrene butadiene rubber composites. The results from the Mooney-Rivlin and TSSR measurements showed the best correlation with the mechanical properties and were the least affected by fillers and time-consuming.
Article
Chemistry, Analytical
Ethan P. Luta, Benjamin L. Miller
Summary: This study tested the deposition methods of two silanes on aluminum oxide surfaces and evaluated their application in analyte-specific biosensing. The results showed that 3-aminopropyl triethoxysilane can produce well-behaved films and selectively capture Bacillus subtilis spores, while 3-triethoxysilyl)propylsuccinic anhydride did not perform well under the tested conditions.
Article
Chemistry, Organic
David P. Day, Nawaf Alsenani, Abdulrahman A. Alsimaree
Summary: In the past few years, there has been a growing interest and demand in the synthetic community for new methodologies to access important halogenated compounds. Recent research has focused on documenting the applications of iodine monochloride (ICI) in synthetic organic transformations, including halogenation reactions, cyclizations, metathesis reactions, and oxidation processes. Discussions have also been made on the versatile nature and interesting properties of ICI, as well as comparisons with other halogenating reagents in terms of advantages, disadvantages, and mechanistic insights.
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
(2021)
Article
Chemistry, Multidisciplinary
Seong-Jin Choi, Gwang-Hwan Ahn, Kyung Hae Lee, Wan Jin Jahng
Summary: The study discovered a synthetic method for 1-(2,2-dimethylpropyl)-cyclopropene(1-DCP) as a cyclopropene derivative to inhibit ethylene action in fruit ripening and senescence. The synthesized 1-DCP effectively delayed flesh softening and peel degreening in persimmon and banana fruits, which are representative phenomena of fruit ripening and senescence induced by ethylene. This research is of great importance for maintaining the quality of agricultural products.
Article
Chemistry, Organic
Nurbey Gulia, Marcin Malecki, Slawomir Szafert
Summary: This study presents an original method for the preparation of N-alkyl and N-aryl pyrazoles using primary aliphatic or aromatic amines as a limiting reagent. The protocol avoids the use of inorganic reagents, requires short reaction time, mild conditions, and utilizes commercially available starting reagents. Pyrazoles with a variety of N-substituents were successfully obtained using this method for both aliphatic and aromatic amines.
JOURNAL OF ORGANIC CHEMISTRY
(2021)
Article
Dentistry, Oral Surgery & Medicine
Ivana Nedeljkovic, Marwa Abdelaziz, Albert J. Feilzer, Slawomir Szafert, Nurbey Gulia, Monostoi Dawaa, Ivo Krejci, Cornelis J. Kleverlaan
Summary: This study assessed the effectiveness of two experimental hybrid-glass-based infiltrants in arresting artificial white spot lesions (WSLs) in vitro and compared them with a resin-based infiltrant Icon. The results showed that the experimental hybrid-glass-based material without HAp-nanoparticles could completely arrest the progression of WSLs, while its version with HAp-nanoparticles and the resin-based infiltrant Icon could not.
Article
Chemistry, Multidisciplinary
Bartlomiej Pigulski, Kazutaka Shoyama, Meng-Jia Sun, Frank Wuerthner
Summary: The supramolecular trilayer nanographene complex formed by self-assembly exhibits structural stability and high thermodynamic stability in polar solvents. The complexation of NTI1 by two HBC molecules efficiently protects the NTI1 surface, resulting in fluorescence enhancement under ambient conditions.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
(2022)
Article
Chemistry, Organic
Marcin Malecki, Dorota Pawelczyk, Batlomiej Pigulski, Slawomir Szafert, Nurbey Gulia
Summary: A series of meta-phenylene-butadiynylene macrocycles were synthesized by homocoupling reaction, and a hexameric analogue was obtained using a step-by-step method. X-ray single-crystal analysis revealed the conformational diversity of the resulting macrocycles.
SYNTHESIS-STUTTGART
(2022)
Article
Chemistry, Multidisciplinary
Nurbey Gulia, Jaroslaw Fornalski, Adrianna Gumienna, Malgorzata Ambroziak, Slawomir Szafert
Summary: This study reports a method of palladium-catalyzed C-H arylation assisted with a 3,4,4-trimethylpyrazol-5-on directing group, which selectively provides mono- and di-ortho-arylated products. The steric hindrance between the directing group and the already introduced aryl substituent enables control of mono- vs. diarylation selectivity by the reaction temperature. A series of monosubstituted and disubstituted derivatives were obtained in good yields. In addition, a one-pot procedure for unsymmetrical double-arylation to give corresponding products was developed, and the synthesis and X-ray study of intermediate palladium metallacycles were conducted. The decarboxylative cleavage of the pyrazolone directing group under mild conditions gave synthetically useful hydrazones. Overall, this solution provides an alternative synthetic pathway for ortho arylated derivatives of arylhydrazines.
CHEMISTRY-A EUROPEAN JOURNAL
(2022)
Correction
Chemistry, Organic
Marcin Malecki, Dorota Pawelczyk, Bartlomiej Pigulski, Slawomir Szafert, Nurbey Gulia
SYNTHESIS-STUTTGART
(2022)
Article
Dentistry, Oral Surgery & Medicine
Ivana Nedeljkovic, Behrouz Zandieh Doulabi, Marwa Abdelaziz, Albert J. Feilzer, Rob A. M. Exterkate, Slawomir Szafert, Nurbey Gulia, Ivo Krejci, Cornelis J. Kleverlaan
Summary: The cytotoxicity of a hybrid-glass-based infiltrant and its effect on biofilm attachment, growth, and metabolic activity were assessed and compared to a resin-based infiltrant. The results showed that the hybrid-glass-based infiltrant had minimal impact on cell viability and reduced bacterial attachment compared to the resin-based infiltrant.
Article
Chemistry, Physical
Dominika Kruszewska-Bak, Radoslaw Deska, Katarzyna Matczyszyn, Slawomir Szafert, Bartlomiej Pigulski
Summary: In this study, the synthesis and characterization of blends of polyynes and azo dyes were reported. The dominant contribution of the azo tautomer in the resulting dye end-capped linear carbon rods was confirmed using X-ray single-crystal diffraction. The linear and nonlinear optical properties of the hybrids were investigated and the influence of the length of the sp-hybridized carbon chain on two-photon absorption was analyzed.
JOURNAL OF PHYSICAL CHEMISTRY C
(2023)
Article
Chemistry, Multidisciplinary
Bartlomiej Pigulski, Klaudia Misiak, Patrycja Mecik, Slawomir Szafert
Summary: This study presents the first example of cycloaddition-retro-electrocyclization (CA-RE) click reaction with nitrogen end-capped push-pull oligoynes, which demonstrates fully regioselectivity and leads to the formation of unprecedented carbon rods with TCBD end-caps. The molecular structure of the products was confirmed using X-ray single crystal diffraction, and their optical and electronic properties were experimentally investigated and rationalized using DFT calculations.
CHEMISTRY-A EUROPEAN JOURNAL
(2023)
Article
Chemistry, Multidisciplinary
Marcin S. S. Malecki, Przemyslaw Dopieralski, Nurbey Gulia, Bartlomiej Pigulski, Tadeusz Lis, Slawomir Szafert
Summary: Shape-persistent macrocycles have attracted researchers for their potential in synthesis and materials chemistry. They are relatively rigid and can spontaneously aggregate into supramolecular assemblies. The dependence of steric hindrance on oxygen atoms in 2,6-bis-acetylenephenolates on the structure of macrocycles obtained from these precursors has been studied. Crystal structures of arylene butadiynylene species have been analyzed, showing that various macrocycles can form regardless of steric hindrance.
NEW JOURNAL OF CHEMISTRY
(2023)
Article
Materials Science, Multidisciplinary
Pietro Marabotti, Alberto Milani, Andrea Lucotti, Luigi Brambilla, Matteo Tommasini, Chiara Castiglioni, Patrycja Mecik, Bartlomiej Pigulski, Slawomir Szafert, Carlo Spartaco Casari
Summary: The vibrational properties of push-pull polyynes were studied, indicating that functionalized polyynes may be important building blocks of organic materials with first-order optical nonlinearity. The comprehensive characterization of the vibrational properties of these molecules was achieved through density functional theory calculations and infrared spectroscopy analysis.
Article
Chemistry, Organic
Agata Jarszak-Tyl, Bartlomiej Pigulski, Slawomir Szafert
Summary: A solvent-free coupling reaction of azulenes with 1-haloalkynes and 1-halopolyynes has been developed, which only requires simple grinding of substrates with basic Al2O3 without solvents or precious metal catalysts. The reaction allows for the direct introduction of a linear carbon chain up to (C C)(4), providing easy access to azulene end-capped sp-hybridised carbon molecular wires. Further reactivity testing shows that the resulting azulenes can be transformed into thiophenes through certain derivatives.
ORGANIC CHEMISTRY FRONTIERS
(2021)
