Yan Song, Hiroki Hayashi, Saeesh R Mangaonkar, Tsuyoshi Mita
{"title":"Trans-Selective Carboxylative Cyclization of 1,6-Dienes Using the CO2 Radical Anion","authors":"Yan Song, Hiroki Hayashi, Saeesh R Mangaonkar, Tsuyoshi Mita","doi":"10.1093/chemle/upae149","DOIUrl":"https://doi.org/10.1093/chemle/upae149","url":null,"abstract":"The reactivity of the carbon dioxide radical anion (CO2•−) toward alkenes has garnered remarkable attention owing to its potential to synthesize valuable organic compounds. Herein, we report the reactions between CO2•− and 1,6-dienes, yielding 5-membered lactam derivatives via highly trans-selective 5-exo-trig cyclization. Both carboxylative cyclization and hydrocyclization occur with up to 74% combined yield. Computational studies show that the transition state during cyclization favors the trans-configuration over cis. This work offers new insights into the synthesis of N-heterocycles.","PeriodicalId":9862,"journal":{"name":"Chemistry Letters","volume":"62 1","pages":""},"PeriodicalIF":1.6,"publicationDate":"2024-07-27","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"141770579","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}
Yasuyuki Okumura, Eisuke Sato, Koichi Mitsudo, Seiji Suga
{"title":"Electrochemical Synthesis of Heterocyclic Compounds via Carbon–Heteroatom Bond Formation: Direct and Indirect Electrolysis","authors":"Yasuyuki Okumura, Eisuke Sato, Koichi Mitsudo, Seiji Suga","doi":"10.1093/chemle/upae146","DOIUrl":"https://doi.org/10.1093/chemle/upae146","url":null,"abstract":"Electrochemical organic synthesis has attracted attention as an environmentally friendly method for constructing heterocyclic compounds via carbon–heteroatom bond formation. Herein, we describe the representative examples of electrochemical reactions to produce heterocycles, and discuss them according to whether they involve direct or indirect electrolysis.","PeriodicalId":9862,"journal":{"name":"Chemistry Letters","volume":"25 1","pages":""},"PeriodicalIF":1.6,"publicationDate":"2024-07-27","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"141770584","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":"Rotational Isomerism of Amide Units in the Ring of Rotaxanes in Response to Base/Acid Stimuli","authors":"Takanori Nakamura, Yukari Okuma, Shinobu Miyagawa, Tsuneomi Kawasaki, Masaya Naito, Yuji Tokunaga","doi":"10.1093/chemle/upae143","DOIUrl":"https://doi.org/10.1093/chemle/upae143","url":null,"abstract":"Rotational isomerism of four amide moieties of the threaded macrocyclic component of [2]rotaxanes featuring mono- and bis-ammonium moieties in dumbbell-shaped axle components were investigated in response to base, and the rotational isomerization of both rotaxanes could be controlled reversibly through the addition of appropriate amounts of base and acids.","PeriodicalId":9862,"journal":{"name":"Chemistry Letters","volume":"73 1","pages":""},"PeriodicalIF":1.6,"publicationDate":"2024-07-25","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"141770582","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":"Finding Atomic Dynamics in Metal and Alloy Subnanometer Clusters","authors":"Takane Imaoka, Kimihisa Yamamoto","doi":"10.1093/chemle/upae147","DOIUrl":"https://doi.org/10.1093/chemle/upae147","url":null,"abstract":"This highlight review explains advanced structural analysis techniques utilizing electron microscopy to uncover various properties and phenomena in subnanometer clusters that were previously unknown in larger nanoparticles. The discoveries introduced the concept of “subnano alloying,” where different elements mix at the atomic level in arbitrary proportions, leading to enhanced catalytic performance. Additionally, the behavior and dynamics of these clusters were examined to gain insights into their stability and reactivity. These findings have significant implications for the design of advanced materials with tailored properties and improved catalytic applications.","PeriodicalId":9862,"journal":{"name":"Chemistry Letters","volume":"62 1","pages":""},"PeriodicalIF":1.6,"publicationDate":"2024-07-25","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"141770588","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 Pd–Pt–P amorphous nanoparticles","authors":"Kenta Ikeda, Megumi Mukoyoshi, Kohei Kusada, Tomokazu Yamamoto, Yasukazu Murakami, Hiroshi Kitagawa","doi":"10.1093/chemle/upae144","DOIUrl":"https://doi.org/10.1093/chemle/upae144","url":null,"abstract":"Amorphous materials are very attractive materials because of their unique properties, including high corrosion resistance and catalytic activity. Creating such materials on a nanoscale is very effective in maximizing their performance. However, it is difficult to synthesize amorphous nanomaterials by conventional rapid cooling methods, commonly used for bulk amorphous materials. Therefore, there are not as many reports about amorphous nanomaterials as bulk materials. Herein we report the first synthesis of Pd–Pt–P amorphous nanoparticles by a two-step synthesis method. They were also characterized.","PeriodicalId":9862,"journal":{"name":"Chemistry Letters","volume":"15 1","pages":""},"PeriodicalIF":1.6,"publicationDate":"2024-07-24","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"141770585","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}
Keiji Yasuda, Takuya Iwata, Yuki Mizuno, Yuta Yamamoto
{"title":"Synthesis of Au@Pd core-shell nanoparticles by ultrafine bubbles and ultrasound without capping and reducing agents","authors":"Keiji Yasuda, Takuya Iwata, Yuki Mizuno, Yuta Yamamoto","doi":"10.1093/chemle/upae145","DOIUrl":"https://doi.org/10.1093/chemle/upae145","url":null,"abstract":"This paper, for the first time, reports on synthesis of Au@Pd core-shell nanoparticles in the absence of any capping and reducing agents by ultrafine bubbles and ultrasound. The mean diameter of the bimetallic core-shell nanoparticles was controlled by the ultrafine bubble concentration during the synthesis. The Pd shell thickness also varied with the concentration of Pd(II) ions. These Au@Pd core-shell nanoparticles showed excellent catalytic performance due to the pure surface without any capping and reducing agents.","PeriodicalId":9862,"journal":{"name":"Chemistry Letters","volume":"25 1","pages":""},"PeriodicalIF":1.6,"publicationDate":"2024-07-24","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"141770589","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":"Aggregation of positively charged poly(methyl methacrylate) latex particles in the presence of trifluoromethanesulfonate anion","authors":"Takashi Yamazaki, Toshikazu Tsuji","doi":"10.1093/chemle/upae136","DOIUrl":"https://doi.org/10.1093/chemle/upae136","url":null,"abstract":"We investigated the unique aggregation behavior of 3 types of positively charged poly(methyl methacrylate) (PMMA) latex particles in the presence of a trifluoromethanesulfonate (triflate) anion. The particles were prepared based on surfactant-free emulsion polymerization using azo radical initiators. The triflate anion was strongly adsorbed to surfaces of positively charged PMMA latex particles, as confirmed by electrophoresis. Additionally, its presence significantly reduced the critical coagulation concentration of the cationic PMMA latex particles compared with other anions.","PeriodicalId":9862,"journal":{"name":"Chemistry Letters","volume":"25 1","pages":""},"PeriodicalIF":1.6,"publicationDate":"2024-07-24","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"141770586","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":"pH-dependent interaction between acetaminophen and dioleoylphosphatidylcholine membranes","authors":"Kodai Ishikawa, Hideki Nabika","doi":"10.1093/chemle/upae133","DOIUrl":"https://doi.org/10.1093/chemle/upae133","url":null,"abstract":"Acetaminophen may cause acute liver failure due to overdose. Understanding the processes of adsorption and incorporation of acetaminophen into cell membranes is crucial for elucidating the mechanisms of action and toxicity of acetaminophen. We investigated the interaction between acetaminophen and a model cell membrane (dioleoylphosphatidylcholine) using surface pressure–area isotherms. Acetaminophen was incorporated into the dioleoylphosphatidylcholine membrane under basic conditions, increasing the dioleoylphosphatidylcholine molecular area. The acetaminophen uptake was explained by the adsorption of hydroxide ions onto the lipid membrane and electrostatic interaction between acetaminophen and lipid molecules under basic conditions.","PeriodicalId":9862,"journal":{"name":"Chemistry Letters","volume":"63 1","pages":""},"PeriodicalIF":1.6,"publicationDate":"2024-07-12","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"141613897","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":"Magnetic Properties of N-Nonylphenothiazine Radical Cations Depending on Counter Anions","authors":"Sett Aung Naing, Takeshi Naota, Daisuke Shiomi, Kentaro Matsuda, Kazunobu Sato, Shuichi Suzuki","doi":"10.1093/chemle/upae135","DOIUrl":"https://doi.org/10.1093/chemle/upae135","url":null,"abstract":"Magnetic properties of N-nonylphenothiazine radical cations were found to vary depending on their counter ions. The radical cations in NTf2– (bis(N-trifluoromethanesulfonyl)imide ion), OTf– (trifluoromethanesulfonate), and BF4– salts formed π-dimer with strong antiferromagnetic interactions. The SbF6– salt exhibited paramagnetic properties with quite weak antiferromagnetic interaction. Interestingly, the NTf2– salt transformed to the paramagnetic liquid state upon heating to 78 oC.","PeriodicalId":9862,"journal":{"name":"Chemistry Letters","volume":"47 1","pages":""},"PeriodicalIF":1.6,"publicationDate":"2024-07-11","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"141613900","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 Simple Synthesis of Luminescent π-Conjugated Materials having fDTBT Derivatives","authors":"Yuta Nakagawa, Kensyo Miki, Yoshihiro Yamaguchi","doi":"10.1093/chemle/upae141","DOIUrl":"https://doi.org/10.1093/chemle/upae141","url":null,"abstract":"We developed a simple and rapid process for synthesizing dithieno[3',2':3,4; 2'',3'':5,6]benzo[1,2-c][1,2,5]thiadiazole (fDTBT) derivatives using crystalline sulfur and internal alkynes, wherein thiophene is cyclized to benzothiadiazole. Cyclized derivatives were synthesized in three or five steps using this reaction, whereas the conventional synthesis methods involved seven steps and hazardous reactions with explosive properties. The absorption spectra of the synthesized fDTBT derivatives in chloroform solution revealed a new absorption band owing to the cyclization. All three compounds exhibited orange-to-red luminescence, and the maximum absolute quantum yield was determined to be 67%, demonstrating excellent luminescence.","PeriodicalId":9862,"journal":{"name":"Chemistry Letters","volume":"42 1","pages":""},"PeriodicalIF":1.6,"publicationDate":"2024-07-11","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"141613899","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}