{"title":"A straightforward coupling of 4-sulfonylpyridines with Grignard reagents","authors":"Liu-Yi Song, Mengli Chen, Jian Wang, Jinghan Li","doi":"10.1177/17475198221103502","DOIUrl":"https://doi.org/10.1177/17475198221103502","url":null,"abstract":"A straightforward synthesis of alkyl-sulfonylpyridines and aryl-sulfonylpyridines is developed by coupling of sulfonylpyridines with the Grignard reagents. The protocol proceeds through a catalyst- and oxidant-free coupling of sulfonylpyridines as substrates via a Chichibabin-type reaction mechanism.","PeriodicalId":15318,"journal":{"name":"Journal of Chemical Research-s","volume":"5 1","pages":""},"PeriodicalIF":0.0,"publicationDate":"2022-03-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"83514928","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Anham Zafar, Tim Evans, R. Palgrave, Imtiaz ud-Din
{"title":"An X-ray photoelectron spectroscopy study of ionic liquids based on a bridged dicationic moiety","authors":"Anham Zafar, Tim Evans, R. Palgrave, Imtiaz ud-Din","doi":"10.1177/17475198221092966","DOIUrl":"https://doi.org/10.1177/17475198221092966","url":null,"abstract":"A series of imidazolium and pyridinium-based bridged dicationic ionic liquids have been analysed using X-ray photoelectron spectroscopy. The different electronic environments of the dications have been investigated and a robust fitting model for the carbon C1s region has also been developed. The relative positions of different C1s components and N1s of dications have been determined and their complex C1s photoemission spectra produced from both aromatic and aliphatic carbon states giving photoemission peaks in the binding energy range of 289.0–283.9 eV. A contemporary fitting approach has been applied to a different set of environments which allowing comparison of the binding energies of cationic components of imidazolium and pyridinium-based dicationic ionic liquids. The experimental stoichiometry of all the carbons and nitrogens have also been calculated from XP spectra of the dicationic ionic liquids.","PeriodicalId":15318,"journal":{"name":"Journal of Chemical Research-s","volume":"5 1","pages":""},"PeriodicalIF":0.0,"publicationDate":"2022-03-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"74281363","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
{"title":"A new protocol for synthesizing diarylmethanes using a benzyltitanium reagent as a nucleophile","authors":"He Zhang","doi":"10.1177/17475198221091941","DOIUrl":"https://doi.org/10.1177/17475198221091941","url":null,"abstract":"The first palladium-catalyzed cross-coupling of various substituted benzyltitaniums with aryl triflates is presented for the synthesis of diarylmethanes in yields of up to 94% through highly selective C–O bond functionalization. The benzyltitaniums act as nucleophiles to realize the C(sp2)–C(sp3) cross-coupling with high efficiency in short reaction times. The reactions proceed at 60°C and show excellent functional groups tolerance.","PeriodicalId":15318,"journal":{"name":"Journal of Chemical Research-s","volume":"4 1","pages":""},"PeriodicalIF":0.0,"publicationDate":"2022-03-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"74387858","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Wu-Wu Li, M. Zheng, Yonghui Shang, Jingwen Xu, Zun-ting Zhang, Hao-Nan Zheng, Xiao-Peng Li, A-Tong Weng, Ling-Ying Feng, Luo-sheng Liu
{"title":"Synthesis, characterization, thermal behavior, and antitumor activities of an Ag(I) complex based on 4-(2-hydroxyphenyl)-2-methylpyrimidine","authors":"Wu-Wu Li, M. Zheng, Yonghui Shang, Jingwen Xu, Zun-ting Zhang, Hao-Nan Zheng, Xiao-Peng Li, A-Tong Weng, Ling-Ying Feng, Luo-sheng Liu","doi":"10.1177/17475198221103541","DOIUrl":"https://doi.org/10.1177/17475198221103541","url":null,"abstract":"A new Ag(I) coordination complex, Ag(C11H10N2O)2·NO3 (C11H10N2O = 4-(2-hydroxyphenyl)-2-methylpyrimidine) is successfully synthesized and characterized by infrared spectroscopy, elemental analysis, and single-crystal X-ray diffraction analysis. This complex features a three-dimensional framework consisting of hydrogen bonds, π–π stacking interactions, coordination interactions, and electrostatic interactions. Moreover, the thermal stability and non-isothermal thermal decomposition reaction kinetics of the complex are well investigated by the methods of Kissinger and Ozawa. Finally, the antitumor ability of the complex is evaluated against human lung cancer cells (NCI-H460), human hepatocellular cancer cells (HepG2), and human breast cancer cells (MCF7). The complex exhibits potent antitumor activities against HepG2 and MCF7 cancer cells.","PeriodicalId":15318,"journal":{"name":"Journal of Chemical Research-s","volume":"27 1","pages":""},"PeriodicalIF":0.0,"publicationDate":"2022-03-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"90170948","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
{"title":"A ruthenium nanocatalyst for the atmospheric hydrogenation of 1,5-cyclooctadiene","authors":"Chuanchao Liu, Yanhua Wang","doi":"10.1177/17475198221092945","DOIUrl":"https://doi.org/10.1177/17475198221092945","url":null,"abstract":"A ruthenium nanocatalyst is utilized for the first time for the highly efficient and selective hydrogenation of 1,5-cyclooctadiene under atmospheric hydrogen pressure. Under the optimized reaction conditions, the conversion of 1,5-cyclooctadiene and the selectivity for cyclooctene are >99% and 95%, respectively. The turnover frequency is 451 h−1, which is higher than that ever reported for Ru complex catalysts.","PeriodicalId":15318,"journal":{"name":"Journal of Chemical Research-s","volume":"14 1","pages":""},"PeriodicalIF":0.0,"publicationDate":"2022-03-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"91040419","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
{"title":"Synthesis of quinazolinone derivatives containing an acyl hydrazone skeleton as potent anti-urease agents enzyme kinetic studies and anti-oxidant properties","authors":"N. Baltaş","doi":"10.1177/17475198221096568","DOIUrl":"https://doi.org/10.1177/17475198221096568","url":null,"abstract":"This paper covers the synthesis, in vitro urease inhibition, enzyme kinetic parameters, and anti-oxidant studies of a novel series of quinazolinone derivatives containing an acyl hydrazone skeleton. Compounds 3a, 3b, 5a, and 5b, having IC50 values ranging from 1.86 ± 0.07 to 6.38 ± 0.11 µg mL−1, show greater inhibitory activity than the standard inhibitor, thiourea. Among the products, (2-[2-(3-methoxybenzyl)-4-oxoquinazolin-3(4H)-yl]acetohydrazide) proves to be the most potent, exhibiting enzyme inhibition activity with an IC50 value of 1.86 ± 0.07 µg mL−1. Kinetic studies involving the Lineweaver–Burk plots reveal that the inhibition mechanism of the most active compounds (3a, 3b, 5a, and 5b) on urease activity are found to be in competitive mode. Also, the anti-oxidant activity and radical-scavenging properties of the synthesized compounds are evaluated using cupric reducing anti-oxidant activity, ferric reducing anti-oxidant capacity, 2,2′-azinobis-(3-ethylbenzothiazoline-6-sulfonic acid), and 2,2-diphenyl-1-picrylhydrazyl assays. Compounds 3a, b and 5a, b have good anti-oxidant properties and radical-scavenging activity at various final concentrations.","PeriodicalId":15318,"journal":{"name":"Journal of Chemical Research-s","volume":"35 1","pages":""},"PeriodicalIF":0.0,"publicationDate":"2022-03-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"87311973","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Sen Wang, Wenlu Song, X. Lan, X. Meng, Nan Li, Xianfu Wei, Wenjie Jing, Kui Lu, Y. Dai
{"title":"A density functional theory study on the mechanism of simultaneous trifluoromethylation and oximation of aryl-substituted ethylenes","authors":"Sen Wang, Wenlu Song, X. Lan, X. Meng, Nan Li, Xianfu Wei, Wenjie Jing, Kui Lu, Y. Dai","doi":"10.1177/17475198221104006","DOIUrl":"https://doi.org/10.1177/17475198221104006","url":null,"abstract":"The effects of different substituents, located at the para position of the aromatic ring and at the β-carbon atom of styrenes, on difunctionalizations involving trifluoromethylation and oxime formation are investigated, showing that the difunctionalization reaction has a good adaptability to such reactants containing a range of substituents. This is important in the actual production process. It was found that proton transfer in the final tautomerism step involving transformation of a nitroso intermediate into an oxime is the rate-limiting step. The solvent effect did not influence the rate-limiting step significantly. Compared with direct proton transfer in a vacuum, the energy barrier of the final tautomerism step decreased from 57.80 kcal mol−1 in vacuum to 12.98 kcal mol−1 in water occurring via mediated proton transfer, which declines by 77.5%. When water participates in the rate-limiting steps in organic solvents, the energy barrier also decreases significantly, which indicates that a small amount of water in the organic solvent is conducive to the reaction.","PeriodicalId":15318,"journal":{"name":"Journal of Chemical Research-s","volume":"46 1","pages":""},"PeriodicalIF":0.0,"publicationDate":"2022-03-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"90826072","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Yuanwei Liang, W. Huang, Siqi Wang, W. Su, Qianyi Situ, Luxin He
{"title":"Synthesis of a novel nitrogen mustard–conjugated bis-terpyridine ruthenium(II) complex as a potent anticancer agent that induces cell cycle arrest and apoptosis","authors":"Yuanwei Liang, W. Huang, Siqi Wang, W. Su, Qianyi Situ, Luxin He","doi":"10.1177/17475198221085482","DOIUrl":"https://doi.org/10.1177/17475198221085482","url":null,"abstract":"A fairly small-sized aryl nitrogen mustard–conjugated terpyridine is synthesized in only two steps as a ligand to chelate with RuCl3 to afford a [Ru(tpy-CM)2]Cl2 complex. This complex exhibits prominent antiproliferative activity toward several tumor cells. Further studies conclusively show that the complex suppresses human renal clear cell carcinoma cells (786-O cells) by inducing G1 phase cell cycle arrest and apoptosis. This work provides a synthetic and therapeutic model for nitrogen mustard-containing metal complexes.","PeriodicalId":15318,"journal":{"name":"Journal of Chemical Research-s","volume":"37 1","pages":""},"PeriodicalIF":0.0,"publicationDate":"2022-03-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"76364605","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
{"title":"The quest for selenocycles: From an ESR spectrum to a commercial product","authors":"C. Schiesser","doi":"10.1177/17475198221089514","DOIUrl":"https://doi.org/10.1177/17475198221089514","url":null,"abstract":"Selenium compounds have a checkered history. Originally considered to be highly toxic, the tide turned in the 20th century when selenium was discovered to be an essential trace element; indeed, selenium is the least abundant element on Earth to have a well-defined biological role. Despite this new-found importance, organoselenium compounds were largely curiosities because methods for their synthesis were cumbersome and unpleasant and often involved toxic reagents and/or hazardous procedures. This paper describes how work carried out in collaboration with Alwyn Davies in the late 1980s, aimed at acquiring Electron Spin Responance (ESR) spectra of selenophene radical anions and cations, led to the development of free-radical methods for the synthesis of numerous selenium-containing heterocycles, many of which showed interesting and useful biological properties. This journey ends with the development of selenium-containing carbohydrates (selenosugars) that exhibit unique skin-repair properties and the establishment of Seleno Therapeutics as a vehicle for the commercialization of these selenosugars.","PeriodicalId":15318,"journal":{"name":"Journal of Chemical Research-s","volume":"36 1","pages":""},"PeriodicalIF":0.0,"publicationDate":"2022-03-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"76768968","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
{"title":"Liquid chromatography–mass spectrometry analysis of mauveine extracted from silk fabrics: A Victorian dress in Gunnersbury Park and Museum and a modern Charles Rees bow tie","authors":"M. Plater, A. Raab","doi":"10.1177/17475198221103999","DOIUrl":"https://doi.org/10.1177/17475198221103999","url":null,"abstract":"Fibres from a purple 1860s Victorian-era silk dress were extracted and analysed by liquid chromatography–mass spectrometry. The analysis was predominantly mauveine A and mauveine B with lesser amounts of other mauveine chromophores. The mauveine provenance of the dress was confirmed and the authenticity of the mauveine established as from WH Perkins Greenford factory by comparison with museum standards. Fibres from a 25-year-old silk bow tie were also analysed by liquid chromatography–mass spectrometry, which analysed as predominantly mauveine A with a much smaller amount of mauveine B. Strips of silk were dyed with museum-stored mauveine, and after leaving for 6 months in the light or the dark, the same liquid chromatography–mass spectrometry mauveine analysis shows that mauveine B was not degrading to mauveine A on silk.","PeriodicalId":15318,"journal":{"name":"Journal of Chemical Research-s","volume":"8 1","pages":""},"PeriodicalIF":0.0,"publicationDate":"2022-03-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"79750508","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}