Bulletin of the Korean Chemical Society最新文献

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Insights to develop tau-directed therapeutics to protect the synaptic integrity for tauopathies 开发以牛磺酸为导向的治疗药物以保护牛磺酸病突触完整性的启示
IF 1.7 4区 化学
Bulletin of the Korean Chemical Society Pub Date : 2023-10-20 DOI: 10.1002/bkcs.12792
Eunji Cha, Hak Joong Kim, Sang Min Lim
{"title":"Insights to develop tau-directed therapeutics to protect the synaptic integrity for tauopathies","authors":"Eunji Cha,&nbsp;Hak Joong Kim,&nbsp;Sang Min Lim","doi":"10.1002/bkcs.12792","DOIUrl":"10.1002/bkcs.12792","url":null,"abstract":"<p>Tauopathy is characterized by the abnormal aggregation of tau proteins. In order to develop drugs for tauopathies, a variety of different therapeutic strategies have been investigated. Synapse loss is a hallmark of tauopathies and is reportedly related to cognitive impairment in Alzheimer's disease as well. Emerging evidence suggests that pathogenic tau species are linked to synaptic dysfunction and synapse loss in tauopathies. As such, a potential therapeutic approach to ameliorate synaptic dysfunction and counteract synaptic loss due to pathogenic tau holds promise. This review highlights the pathological links between tau pathology and synaptic integrity and current efforts to develop therapeutics rescuing synaptic dysfunction for tauopathies, which will help to understand the association between tau and synapses and develop disease-modifying drugs for tauopathies.</p>","PeriodicalId":54252,"journal":{"name":"Bulletin of the Korean Chemical Society","volume":null,"pages":null},"PeriodicalIF":1.7,"publicationDate":"2023-10-20","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"135617029","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}
引用次数: 0
A biodegradable drug-controlled delivery system based on mesoporous manganese dioxide and poly(dopamine) 基于介孔二氧化锰和聚多巴胺的生物可降解药物控制输送系统
IF 1.7 4区 化学
Bulletin of the Korean Chemical Society Pub Date : 2023-10-18 DOI: 10.1002/bkcs.12788
Miaomiao Li, Wenrong Cai, Lihua Jiang, Junyao Li, Shan Li, Tongtong Tang, Yong Kong
{"title":"A biodegradable drug-controlled delivery system based on mesoporous manganese dioxide and poly(dopamine)","authors":"Miaomiao Li,&nbsp;Wenrong Cai,&nbsp;Lihua Jiang,&nbsp;Junyao Li,&nbsp;Shan Li,&nbsp;Tongtong Tang,&nbsp;Yong Kong","doi":"10.1002/bkcs.12788","DOIUrl":"10.1002/bkcs.12788","url":null,"abstract":"<p>Mesoporous manganese dioxide (mMnO<sub>2</sub>) was first synthesized for the loading of methotrexate (MTX), and then dopamine was in situ polymerized on the surface of the MTX-loaded mMnO<sub>2</sub> (mMnO<sub>2</sub>-MTX) in an alkaline solution to encapsulate the drug in the mesopores of mMnO<sub>2</sub>. Both low pH and glutathione (GSH) can result in the degradation of mMnO<sub>2</sub> and poly(dopamine) (PDA), and thus the delivery of MTX from the mMnO<sub>2</sub>-MTX-PDA can be triggered by low pH and GSH. Near-infrared (NIR) light-responsive delivery of MTX can be achieved owing to the outstanding photothermal conversion capability of PDA; on the other hand, the mMnO<sub>2</sub>-MTX-PDA can be utilized for photothermal therapy under the irradiation of NIR light due to the elevated temperature. The results of cytotoxicity test demonstrate that the pH, GSH, and NIR light tri-responsive drug-controlled delivery system has excellent biocompatibility, while exhibits pronounced growth inhibition against murine breast tumor cell line 4T1.</p>","PeriodicalId":54252,"journal":{"name":"Bulletin of the Korean Chemical Society","volume":null,"pages":null},"PeriodicalIF":1.7,"publicationDate":"2023-10-18","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"135889930","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}
引用次数: 0
A facile route for highly enantioenriched six-membered 1,4-N,N- and N,O-heterocycles from L-serinate-derived α-bromoacetates 从L-丝氨酸衍生的α-溴乙酸酯制备高对映体富集的六元 1,4-N,N-和 N,O-杂环的简便路线
IF 1.7 4区 化学
Bulletin of the Korean Chemical Society Pub Date : 2023-10-14 DOI: 10.1002/bkcs.12787
So Jeong Lee, Min Ji Park, Seyeon Kim, Yong Sun Park
{"title":"A facile route for highly enantioenriched six-membered 1,4-N,N- and N,O-heterocycles from L-serinate-derived α-bromoacetates","authors":"So Jeong Lee,&nbsp;Min Ji Park,&nbsp;Seyeon Kim,&nbsp;Yong Sun Park","doi":"10.1002/bkcs.12787","DOIUrl":"10.1002/bkcs.12787","url":null,"abstract":"<p>Preparation of highly enantioenriched six-membered 1,4-<i>N,N-</i> and <i>N,O-</i>heterocycles has been developed through [4 + 2] heteroannulation of α-bromoacetates with 1,4-binucleophiles. Two consecutive substitutions of highly diastereoenriched L-serinate-derived α-bromoacetates provide convenient access to a wide range of C-aryl/aliphatic substituted 1,4-<i>N,N-</i> and <i>N,O-</i>heterocycles with up to 99:1 er.</p>","PeriodicalId":54252,"journal":{"name":"Bulletin of the Korean Chemical Society","volume":null,"pages":null},"PeriodicalIF":1.7,"publicationDate":"2023-10-14","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"135803535","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}
引用次数: 0
Cover Picture: Recent progress in poly(ethylene oxide)-based solid-state electrolytes for lithium-ion batteries (BKCS 10/2023) Jiyoung Lee, Byeong-Su Kim 封面图片:锂离子电池用聚环氧乙烷基固态电解质的最新进展(BKCS 10/2023)Jiyoung Lee,Byeong Su Kim
IF 1.7 4区 化学
Bulletin of the Korean Chemical Society Pub Date : 2023-10-13 DOI: 10.1002/bkcs.12567
{"title":"Cover Picture: Recent progress in poly(ethylene oxide)-based solid-state electrolytes for lithium-ion batteries (BKCS 10/2023) Jiyoung Lee, Byeong-Su Kim","authors":"","doi":"10.1002/bkcs.12567","DOIUrl":"https://doi.org/10.1002/bkcs.12567","url":null,"abstract":"<p>PEO-based polymer electrolytes are currently attracting widespread interest as the next-generation electrolytes for batteries that overcome the limitations of conventional liquid electrolytes. Despite this favorable feature, there are still several issues to be addressed for practical applications. In this context, this paper presents various strategies to overcome their intrinsic challenges in PEO-based solid-state polymer electrolyte. More details are available in the article by Jiyoung Lee and Byeong-Su Kim.\u0000\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":null,"pages":null},"PeriodicalIF":1.7,"publicationDate":"2023-10-13","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://onlinelibrary.wiley.com/doi/epdf/10.1002/bkcs.12567","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"50131923","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}
引用次数: 0
Mono o-nitrobenzyl dihydrofluorescein as a photoactivatable ROS sensor for oxidative stress in live cells 单邻硝基苄基二氢荧光素作为活细胞氧化应激的光活化 ROS 传感器
IF 1.7 4区 化学
Bulletin of the Korean Chemical Society Pub Date : 2023-09-25 DOI: 10.1002/bkcs.12784
Hye-Ryeong Jo, Seo Jin Kim, Yingyu Zheng, Seok-Hyun Cho, Sang un Nam, Seungwon Moon, Chulhun Kang, Tae Woo Kim
{"title":"Mono o-nitrobenzyl dihydrofluorescein as a photoactivatable ROS sensor for oxidative stress in live cells","authors":"Hye-Ryeong Jo,&nbsp;Seo Jin Kim,&nbsp;Yingyu Zheng,&nbsp;Seok-Hyun Cho,&nbsp;Sang un Nam,&nbsp;Seungwon Moon,&nbsp;Chulhun Kang,&nbsp;Tae Woo Kim","doi":"10.1002/bkcs.12784","DOIUrl":"10.1002/bkcs.12784","url":null,"abstract":"<p>The confocal interpretation of organelle-selective fluorogenic chemosensors can be ambiguous because of inconsistency between the sensor localization and reaction site. To overcome this limitation, we implemented the photoactivation strategy which refers to light-controlled probe activation within cells at the desired time. In this study, we synthesized a photoactivatable dihydrofluorescein probe (<b>1</b>) and its cell-permeable derivative (<b>3</b>, acetoxymethyl ester of <b>1</b>). We confirmed their reactivity to reactive oxygen species (ROS) and photoactivation in both solution and cells. The photoactivation of probe <b>3</b> facilitated temporal control between probe treatment and the occurrence of fluorogenic events. We conducted organelle colocalization studies and cellular ROS imaging, clearly showing that the probe primarily localized to early/late endosomes and reacted with intracellular ROS at these endosomes. These findings highlight the effectiveness of the photoactivation strategy for fluorogenic ROS probes in mitigating ambiguities associated with conventional fluorogenic ROS sensing approaches.</p>","PeriodicalId":54252,"journal":{"name":"Bulletin of the Korean Chemical Society","volume":null,"pages":null},"PeriodicalIF":1.7,"publicationDate":"2023-09-25","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"135770767","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}
引用次数: 0
Mechanochemical activation of NHC–CS2 adducts for the generation of N-heterocyclic carbenes 通过机械化学活化 NHC-CS2 加合物生成 N-杂环碳烯
IF 1.7 4区 化学
Bulletin of the Korean Chemical Society Pub Date : 2023-09-19 DOI: 10.1002/bkcs.12782
Subin Park, Youngsuk Kim
{"title":"Mechanochemical activation of NHC–CS2 adducts for the generation of N-heterocyclic carbenes","authors":"Subin Park,&nbsp;Youngsuk Kim","doi":"10.1002/bkcs.12782","DOIUrl":"10.1002/bkcs.12782","url":null,"abstract":"<p>Stable N-heterocyclic carbenes (NHCs) have garnered significant attention in synthetic chemistry due to their versatile applications. In this study, we explored a novel mechanochemical method for the generation of free carbenes, which could be a good complement to traditional approaches that require strong bases or reductants. Ball milling of NHC–CS<sub>2</sub> adducts at room temperature successfully resulted in the quantitative formation of free carbenes that can be subsequently trapped by sulfur or selenium. Importantly, heating NHC–CS<sub>2</sub> adducts in solution phase did not lead to the successful generation of free carbenes, in agreement with the high activation energy required for NHC–CS<sub>2</sub> dissociation. These findings underscore the potential of ball milling as a robust and versatile approach for generating NHCs from stable NHC-small molecule adducts, and opens new avenues for developing mechanochemical strategies for generating valuable NHC-derived compounds.</p>","PeriodicalId":54252,"journal":{"name":"Bulletin of the Korean Chemical Society","volume":null,"pages":null},"PeriodicalIF":1.7,"publicationDate":"2023-09-19","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"135063268","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}
引用次数: 0
Cover Picture: KHC2O4·B(OH)3: A nonlinear optical crystal with large birefringence in the short-wavelength ultraviolet region (BKCS 9/2023) Yang Li, Jihyun Lee, Kang Min Ok 封面图片:KHC2O4·B(OH)3:短波长紫外区域大双折射非线性光学晶体(BKCS 9/2023)杨丽,李继云,Ok Kang Min
IF 1.7 4区 化学
Bulletin of the Korean Chemical Society Pub Date : 2023-09-18 DOI: 10.1002/bkcs.12565
{"title":"Cover Picture: KHC2O4·B(OH)3: A nonlinear optical crystal with large birefringence in the short-wavelength ultraviolet region (BKCS 9/2023) Yang Li, Jihyun Lee, Kang Min Ok","authors":"","doi":"10.1002/bkcs.12565","DOIUrl":"https://doi.org/10.1002/bkcs.12565","url":null,"abstract":"<p>A novel nonlinear optical cocrystal, KHC<sub>2</sub>O<sub>4</sub>·B(OH)<sub>3</sub>, composed of infinite [HC<sub>2</sub>O<sub>4</sub>] and [B(OH)<sub>3</sub>] chains, exhibits a remarkably high birefringence (0.164@1064 nm) in the short-wavelength ultraviolet region (254 nm). More details are available in the article by Yang Li, Jihyun Lee, Kang Min Ok.\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":null,"pages":null},"PeriodicalIF":1.7,"publicationDate":"2023-09-18","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://onlinelibrary.wiley.com/doi/epdf/10.1002/bkcs.12565","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"50137444","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}
引用次数: 0
Investigation of the photovoltaic effect in dye-sensitized solar cells based on poly(ethylene glycol)-nanofiber electrolytes 基于聚乙二醇-纳米纤维电解质的染料敏化太阳能电池的光伏效应研究
IF 1.7 4区 化学
Bulletin of the Korean Chemical Society Pub Date : 2023-09-11 DOI: 10.1002/bkcs.12781
Mi-Ra Kim, Sung Soo Park, Jeonghye Han, Thanh Chung Pham, Minkyung Kang, Songyi Lee
{"title":"Investigation of the photovoltaic effect in dye-sensitized solar cells based on poly(ethylene glycol)-nanofiber electrolytes","authors":"Mi-Ra Kim,&nbsp;Sung Soo Park,&nbsp;Jeonghye Han,&nbsp;Thanh Chung Pham,&nbsp;Minkyung Kang,&nbsp;Songyi Lee","doi":"10.1002/bkcs.12781","DOIUrl":"10.1002/bkcs.12781","url":null,"abstract":"<p>In this study, the effectiveness of electrospun poly(ethylene glycol) (PEG) nanofibers as polymer electrolytes for dye-sensitized solar cells (DSSCs) is evaluated. Regular PEG nanofibers are electrospun at an applied voltage of 15 kV, using a polymer concentration of 13 wt% and tip-to-collector distance of 20 cm. Subsequently, the photovoltaic effect in DSSCs containing PEG-nanofiber electrolytes with different I<sub>2</sub> concentrations is analyzed. On reducing the concentration of I<sub>2</sub> in the PEG-nanofiber electrolyte, the short-circuit photocurrent density (Jsc) of the corresponding DSSC increases significantly. A high power-conversion efficiency of 5.93% is recorded (by a solar simulator under AM 1.5 illumination) for a PEG-nanofiber-based DSSC containing an I<sub>2</sub>/tetrabuthylammonium iodide (TBAI) molar ratio of 0.25. Additionally, electrochemical impedance spectroscopy is used to analyze the charge-transfer resistance of the TiO<sub>2</sub>/PEG-nanofiber electrolyte interface in the fabricated DSSCs; the electrolyte uptake, ionic conductivity, and charge-transfer resistance values are investigated as a function of the molar ratio of I<sub>2</sub>/TBAI.</p>","PeriodicalId":54252,"journal":{"name":"Bulletin of the Korean Chemical Society","volume":null,"pages":null},"PeriodicalIF":1.7,"publicationDate":"2023-09-11","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"135981378","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}
引用次数: 0
Improvement of the metabolic stability of pan-RAF/VEGFR2 dual inhibitors pan - RAF/VEGFR2双抑制剂代谢稳定性的改善
IF 1.7 4区 化学
Bulletin of the Korean Chemical Society Pub Date : 2023-09-03 DOI: 10.1002/bkcs.12779
Santanu Maiti, Jeong Hee Kwon, Sung Pyo Hong, Ho-Seok Kwon, Jinho Kim, Soon Kil Ahn
{"title":"Improvement of the metabolic stability of pan-RAF/VEGFR2 dual inhibitors","authors":"Santanu Maiti,&nbsp;Jeong Hee Kwon,&nbsp;Sung Pyo Hong,&nbsp;Ho-Seok Kwon,&nbsp;Jinho Kim,&nbsp;Soon Kil Ahn","doi":"10.1002/bkcs.12779","DOIUrl":"10.1002/bkcs.12779","url":null,"abstract":"<p>Development of dual inhibitors of pan-RAF/VEGFR2 is important for the treatment of K-Ras mutated colorectal cancer, which is one of the most common and lethal malignancies. Building upon our studies in dual inhibitors of pan-RAF/VEGFR2, we designed and synthesized new dual inhibitor candidates by installing a urea or guanidine moiety to the previously reported dual inhibitors in order to enhance both metabolic stability and solubility. Various 1-(5-((3-(9<i>H</i>-purin-6-yl)pyridin-2-yl)amino)-2-fluorophenyl)-3-phenylurea and 1-(5-((3-(9<i>H</i>-purin-6-yl)pyridin-2-yl)amino)-2-fluorophenyl)-3-phenylguanidine derivatives were synthesized, and their antiproliferative activities against LS513 cell (K-Ras<sup>G12D</sup>) and VEGFR2 were evaluated. Among the tested compounds, 1-(5-((3-(9H-purin-6-yl)pyridin-2-yl)amino)-2-fluorophenyl)-3-(3-fluorophenyl)urea (<b>7b</b>) and 1-(5-((3-(9<i>H</i>-purin-6-yl)pyridin-2-yl)amino)-2-fluorophenyl)-3-(4-chloro-3-trifluoromethyl)phenyl)urea (<b>7e</b>) are the most potent dual inhibitors against LS513 (GI<sub>50</sub> = 0.1 and 0.06 μM, respectively) and VEGFR2 (IC<sub>50</sub> = 0.03 and 0.06 μM, respectively). The preclinical study with these compounds are currently underway.</p>","PeriodicalId":54252,"journal":{"name":"Bulletin of the Korean Chemical Society","volume":null,"pages":null},"PeriodicalIF":1.7,"publicationDate":"2023-09-03","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"80634494","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}
引用次数: 0
Reactions of 2,4-dinitrophenyl 5-substituted-2-thiophenecarboxylate promoted by 4-ZC6H4O−/4-ZC6H4OH in 20 mol% DMSO(aq). Effects of leaving group and nucleophile on the acyl transfer reactions 4 - ZC6H4O−/4 - ZC6H4OH促进2,4 -二硝基苯- 5 -取代- 2 -噻吩羧酸盐在20 mol% DMSO(aq)中的反应。离去基和亲核试剂对酰基转移反应的影响
IF 1.7 4区 化学
Bulletin of the Korean Chemical Society Pub Date : 2023-09-01 DOI: 10.1002/bkcs.12780
Sang Yong Pyun, Kyu Cheol Paik, Man So Han, Seung Taek Hong, Bong Rae Cho
{"title":"Reactions of 2,4-dinitrophenyl 5-substituted-2-thiophenecarboxylate promoted by 4-ZC6H4O−/4-ZC6H4OH in 20 mol% DMSO(aq). Effects of leaving group and nucleophile on the acyl transfer reactions","authors":"Sang Yong Pyun,&nbsp;Kyu Cheol Paik,&nbsp;Man So Han,&nbsp;Seung Taek Hong,&nbsp;Bong Rae Cho","doi":"10.1002/bkcs.12780","DOIUrl":"10.1002/bkcs.12780","url":null,"abstract":"<p>The kinetics of nucleophilic substitution reactions involving 2,4-dinitrophenyl 5-substituted-2-thiophenecarboxylate were studied kinetically with 4-Z-C<sub>6</sub>H<sub>4</sub>O<sup>−</sup>/4-Z-C<sub>6</sub>H<sub>4</sub>OH, which facilitated the reactions, in 20 mol% DMSO(aq). The reactions followed second-order kinetics and exhibited <i>β</i><sub>acyl</sub> = −2.34 to −2.92, <i>ρ</i>(Y) = 2.71–3.39, <i>β</i><sub>nuc</sub> = 0.74–0.83, and |<i>β</i><sub>lg</sub>| = 0.40–0.57. Based on the interpretation of the results, we have concluded that the reaction follows an addition–elimination mechanism in which the first step is the rate-determining step (rds). The transition state structures for the 4-ZC<sub>6</sub>H<sub>4</sub>O<sup>−</sup>-promoted reactions remained nearly the same with a change in the leaving group from 4-nitrophenoxide to 2,4-dinitrophenoxide. The mechanism of the 4-ZC<sub>6</sub>H<sub>4</sub>O<sup>−</sup>-promoted reaction was similar to that of R<sub>2</sub>NH-promoted reactions, except that the former proceeded with the 1st step being the rds and the latter proceeded with a change in the rds from the second to the first step with a stronger nucleophile.</p>","PeriodicalId":54252,"journal":{"name":"Bulletin of the Korean Chemical Society","volume":null,"pages":null},"PeriodicalIF":1.7,"publicationDate":"2023-09-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"90414289","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}
引用次数: 0
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