{"title":"Photochemical coupling reaction of phenacyl benzoate with acetone to form 1,4-dicarbonyl compound enabled by charge transfer","authors":"Ho Suk Shin, Bong Ser Park","doi":"10.1002/bkcs.12898","DOIUrl":"https://doi.org/10.1002/bkcs.12898","url":null,"abstract":"<p>Photolysis of phenacyl benzoates tethered with a phenol or anisole in acetone resulted in the formation of 1,4-dicarbonyl compounds, coupling products of the phenacyl moiety with acetone. The reaction occurs via electron and/or proton transfer from a triplet exciplex, leading to the formation of a phenacyl radical, which then adds to the enol form of acetone. The reaction also occurs in intermolecular fashion with external electron donors.</p>","PeriodicalId":54252,"journal":{"name":"Bulletin of the Korean Chemical Society","volume":"45 10","pages":"863-866"},"PeriodicalIF":1.7,"publicationDate":"2024-09-16","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142540912","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
{"title":"A novel thiourea-based fluorescent turn-on sensor for rapidly detecting hypochlorite through a desulfurization reaction","authors":"Boeun Choi, Soyeon Kim, Cheal Kim","doi":"10.1002/bkcs.12897","DOIUrl":"https://doi.org/10.1002/bkcs.12897","url":null,"abstract":"<p>Excess hypochlorite (ClO<sup>−</sup>) is harmful to living organisms and can cause various oxidative diseases in the human body. Owing to the toxicity of ClO<sup>−</sup>, the development of efficient fluorescence sensors to track ClO<sup>−</sup> is necessary. In this work, we report a novel thiourea-based fluorescent turn-on sensor 1-(9-ethyl-9<i>H</i>-carbazol-3-yl)-3-(naphthalen-1-yl)thiourea (<b>ECNT</b>) for recognizing ClO<sup>−</sup>. <b>ECNT</b> can detect ClO<sup>−</sup> with high selectivity, relatively low interference with other analytes, and a significantly fast response time (<1 s) through a desulfurization reaction. The detection limit of <b>ECNT</b> for ClO<sup>−</sup> is calculated as 5.59 μM. Of note, <b>ECNT</b> is a chemosensor that reacts the fastest with ClO<sup>−</sup> among the reported thiourea-based fluorescence turn-on sensors for detecting ClO<sup>−</sup>. The response mechanism of <b>ECNT</b> to ClO<sup>−</sup> is demonstrated through <sup>1</sup>H NMR titration, ESI mass, and density functional theory calculations.</p>","PeriodicalId":54252,"journal":{"name":"Bulletin of the Korean Chemical Society","volume":"45 9","pages":"795-801"},"PeriodicalIF":1.7,"publicationDate":"2024-09-04","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142313334","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Anh Thu Nguyen, Houng Kang, Truong Giang Luu, Sung-Eun Suh, Hee-Kwon Kim
{"title":"Recent progress in visible light-driven halogenation: Chlorination, bromination, and iodination","authors":"Anh Thu Nguyen, Houng Kang, Truong Giang Luu, Sung-Eun Suh, Hee-Kwon Kim","doi":"10.1002/bkcs.12896","DOIUrl":"https://doi.org/10.1002/bkcs.12896","url":null,"abstract":"<p>Halogenation is one of the most important transformations in organic synthesis. Halogenated compounds are employed in many reactions to prepare useful molecules. Many methods have been developed to introduce halogens into different compounds. Visible light-mediated reactions are the efficient, low-toxic, and mild-condition methods applied for various organic chemistry transformations. Remarkably, there has been an increasing development in the application of visible light-induced halogenation in recent years. Herein, we present a comprehensive summary of halogenation reactions including chlorination, bromination, and iodination under visible light irradiation since 2020.</p>","PeriodicalId":54252,"journal":{"name":"Bulletin of the Korean Chemical Society","volume":"45 9","pages":"738-758"},"PeriodicalIF":1.7,"publicationDate":"2024-09-03","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142313287","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
{"title":"Supramolecular chemistry for the incorporation of multi-guest molecules into two-dimensional metal hydroxide hosts","authors":"Taeho Kim, Jin Kuen Park, Jae-Min Oh","doi":"10.1002/bkcs.12895","DOIUrl":"https://doi.org/10.1002/bkcs.12895","url":null,"abstract":"<p>The incorporation of functional molecules into the interlayer space of layered double hydroxide (LDH) has been extensively studied for its role in immobilization, stabilization, manipulation of the molecular configuration, and the release from the host. To create dramatically enhanced properties and achieve unexpectedly high performances, it is necessary to incorporate multi-guests as well as control the guest-guest interaction. In the present review, we have summarized the multi-guest incorporation into LDH based on the supramolecular chemistry, which provides insights into non-covalent molecular interaction through host-guest chemistry. Four well-known intercalation methods in LDH, that is, coprecipitation, ion exchange, reconstruction, and exfoliation-reassembly, are generally applied to multi-guest intercalation. Combinative methods, in which two different intercalation approaches are combined, are also summarized. The multi-guest incorporation, despite the difficulty involved in its synthesis design, could provide fine-tuned and enhanced properties that are useful for a variety of applications.</p>","PeriodicalId":54252,"journal":{"name":"Bulletin of the Korean Chemical Society","volume":"45 9","pages":"724-737"},"PeriodicalIF":1.7,"publicationDate":"2024-09-02","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142313263","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
{"title":"Removal of Acid Orange 7 dye using Makgeolli lees with ultrasonic assistance","authors":"Nguyen Van Kien, Sunghwan Kim, Jae Jeong Ryoo","doi":"10.1002/bkcs.12892","DOIUrl":"https://doi.org/10.1002/bkcs.12892","url":null,"abstract":"<p>This study investigated the efficient removal of Acid Orange 7 (AO7) dye in water by using Makgeolli lees, a popular by-product obtained during the production of traditional Makgeolli beverages in Korea. By incorporating ultrasound, the effects of contact time, Makgeolli lees dosage, initial AO7 dye concentration, and initial pH of the dye solution were investigated and comprehensively compared with the same experiment using the stirring method. The results consistently showed ultrasound not only enhances the excellent adsorption ability of Makgeolli lees but also accelerates the process compared to the stirring method. The Langmuir isotherm model best described the adsorption process for both methods, suggesting monolayer adsorption on the surface of Makgeolli lees, with maximum capacities of 25.13 mg/g for ultrasound at 40 kHz and 20.41 mg/g for stirring methods. Furthermore, the study showed that optimal dye removal efficiency can be achieved with ultrasound conditions at 28 kHz frequency, 125 W/L power density, and 100% ultrasound intensity. This research promises that the integration of low-cost biomass coupled with ultrasound could provide a potential solution for dye wastewater treatment.</p>","PeriodicalId":54252,"journal":{"name":"Bulletin of the Korean Chemical Society","volume":"45 9","pages":"770-777"},"PeriodicalIF":1.7,"publicationDate":"2024-08-29","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://onlinelibrary.wiley.com/doi/epdf/10.1002/bkcs.12892","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142313433","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
{"title":"Elucidating plasmon damping in silver-coated gold nanorods: Single particle analysis and damping adjustment","authors":"Rafifah Hana Raihana Syam, Ji Won Ha","doi":"10.1002/bkcs.12894","DOIUrl":"https://doi.org/10.1002/bkcs.12894","url":null,"abstract":"<p>We demonstrate the morphology and spectral properties of silver-coated gold nanorods (AuNRs@Ag), synthesized via seed-mediated growth, using scanning electron microscopy (SEM) and dark-field (DF) spectroscopy. The relationship between surface damping and the thickness of the Ag shell in AuNRs was analyzed at the single-particle level. Additionally, we adjusted the bulk damping and radiation damping of AuNRs to elucidate the contribution of surface damping. SEM images demonstrated an increase in length and width following Ag deposition. Elemental mapping analysis confirmed the Ag deposition on the AuNR surface, with Ag content measured at 26.7% for AuNR@Ag<sub>26.7</sub> with a 1-day incubation period and 34.8% for AuNR@Ag<sub>34.8</sub> with a 2-day incubation period. DF spectroscopy revealed a notable blue shift and slight broadening in their LSPR spectra. Moreover, surface damping decreased with an increase in Ag content. Consequently, this study advances the understanding of plasmon damping mechanisms in single AuNR@Ag for their potential applications.</p>","PeriodicalId":54252,"journal":{"name":"Bulletin of the Korean Chemical Society","volume":"45 9","pages":"764-769"},"PeriodicalIF":1.7,"publicationDate":"2024-08-27","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142313286","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
{"title":"Synthesis of sildenafil and its derivatives bearing pyrazolo-pyrimidinones scaffold","authors":"Seung Su Lee, Chang Ho Oh","doi":"10.1002/bkcs.12893","DOIUrl":"https://doi.org/10.1002/bkcs.12893","url":null,"abstract":"<p>The pyrazole ring structure is extensively spotted as a pharmacophore and fortify-cation of the modern organic synthesis toolbox, which demands synthetic tactics to generate its derivatives. Especially, pyrazolo-pyrimidinones are crucial part to synthesize phosphodiesterase type 5 (PDE5) such as sildenafil and lodenafil. Herein, we report a simple and efficient route for Sildenafil and derivatives from easily available materials.</p>","PeriodicalId":54252,"journal":{"name":"Bulletin of the Korean Chemical Society","volume":"45 9","pages":"759-763"},"PeriodicalIF":1.7,"publicationDate":"2024-08-27","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://onlinelibrary.wiley.com/doi/epdf/10.1002/bkcs.12893","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142313285","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
{"title":"Cover Picture: Post-synthetic modifications of MOF-74 type frameworks for enhancing CO2 capture and moisture stability (BKCS 8/2024) Jintu Francis Kurisingal, Jong Hyeak Choe, Hyojin Kim, Jeongwon Youn, Gayoung Cheon, Chang Seop Hong","authors":"","doi":"10.1002/bkcs.12744","DOIUrl":"https://doi.org/10.1002/bkcs.12744","url":null,"abstract":"<p>The cover image depicts a post-combustion CO2 capture process using a MOF-74 type framework functionalized with diamine groups to enhance the interaction with incoming CO2 molecules. Modified with hydrophobic components, these frameworks are excellent for CO2 capture while maintaining structural integrity even under humid conditions. More details are available in the article by Jintu Francis Kurisingal, Jong Hyeak Choe, Hyojin Kim, Jeongwon Youn, Gayoung Cheon, Chang Seop Hong\u0000 \u0000 \u0000 <figure>\u0000 <div><picture>\u0000 <source></source></picture><p></p>\u0000 </div>\u0000 </figure></p>","PeriodicalId":54252,"journal":{"name":"Bulletin of the Korean Chemical Society","volume":"45 8","pages":"645"},"PeriodicalIF":1.7,"publicationDate":"2024-08-24","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://onlinelibrary.wiley.com/doi/epdf/10.1002/bkcs.12744","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142050510","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
Radhiha Ravindran, Inchan Kim, Yun-Hi Kim, Soon-Ki Kwon
{"title":"Novel low-band gap non-fullerene acceptors based on IDIC core as potential photovoltaic materials","authors":"Radhiha Ravindran, Inchan Kim, Yun-Hi Kim, Soon-Ki Kwon","doi":"10.1002/bkcs.12891","DOIUrl":"https://doi.org/10.1002/bkcs.12891","url":null,"abstract":"<p>Three novel non-fullerene acceptors (NFAs) (PhBu-IDT-BT-IC, PhBu-IDT-BT-IC4F and PhBu-IDT-BT-IC4Cl) based on 3,8-dioctyl-indaceno[1,2-b:5,6-b’]dithiophene (IDT) core have been designed and synthesized with and without halogen (F and Cl) substitution. The NFAs showed high thermal stability. The ultraviolet–visible absorption studies in solution and thin film for the three acceptors revealed maximum absorption from 687 to 732 nm and 731 to 847 nm, respectively. The onset of absorption in the thin film was found to be extending up to around 960 nm for PhBu-IDT-BT-IC4Cl. The optical band gap ranged from 1.30 to 1.41 eV, which are very low and useful for photovoltaic application. The introduction of halogen appreciably altered the LUMO energy levels, whereas the HOMO energy levels were nearly intact. These small molecule non-fullerene acceptors could be used as potential acceptors in bulk heterojunction organic photovoltaic (BHJ-OPV) applications.</p>","PeriodicalId":54252,"journal":{"name":"Bulletin of the Korean Chemical Society","volume":"45 9","pages":"788-794"},"PeriodicalIF":1.7,"publicationDate":"2024-08-21","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142313222","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
{"title":"A time-efficient computational binding affinity estimation protocol with utilization of limited experimental data: A case study for adenosine receptor","authors":"Ilkwon Cho, Sunghyun Moon, Kwang-Hwi Cho","doi":"10.1002/bkcs.12890","DOIUrl":"https://doi.org/10.1002/bkcs.12890","url":null,"abstract":"<p>Estimating binding affinity is a crucial step in the drug discovery process. In computer-aided drug design, this challenge can be divided into two main tasks: finding the correct binding pose and estimating the binding free energy. In this study, we propose a new binding affinity estimation protocol that utilizes molecular docking with limited experimental data and estimates binding affinity using molecular dynamics simulation. A custom scoring function was employed during docking to identify an improved initial binding pose, and the linear interaction energy method with an optimized coefficient was used for binding affinity estimation. The protocol was validated with an external data set and applied to modafinil and its derivatives to rank their binding affinities to adenosine A2A receptors (ADORA2A) as a case study. This approach could be both time-efficient and valuable for computational drug discovery, particularly when experimental data is limited.</p>","PeriodicalId":54252,"journal":{"name":"Bulletin of the Korean Chemical Society","volume":"45 9","pages":"778-787"},"PeriodicalIF":1.7,"publicationDate":"2024-08-20","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://onlinelibrary.wiley.com/doi/epdf/10.1002/bkcs.12890","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142313365","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}