Helvetica Chimica Acta最新文献_第10页

Benzylic C(sp3)−H Azidation: Copper vs Iron Catalysis 苄基 C(sp3)-H 氮化：铜催化与铁催化

IF 1.8 4区化学

Helvetica Chimica Acta Pub Date : 2024-02-09 DOI: 10.1002/hlca.202400004

Angel Rentería-Gómez, Rubén O. Torres-Ochoa, Pierre Palamini, Raphaël Simonet-Davin, Qian Wang, Jérôme Waser, Jieping Zhu

引用次数: 0

Design and Synthesis of Dialkylarylphosphine Urea Ligands and their Application in Palladium-Catalyzed Cross-Coupling Reactions 二烷基芳基膦脲配体的设计与合成及其在钯催化交叉偶联反应中的应用

IF 1.8 4区化学

Helvetica Chimica Acta Pub Date : 2024-02-09 DOI: 10.1002/hlca.202300244

Lupita S. Aguirre, Levi T. Litwiller, Alexis N. Lugo, Andy A. Thomas

引用次数: 0

Functionalization of Cubane Formation of C−C and C−Heteroatom Bonds 立方体的官能化形成 C-C 键和 C 杂原子键

IF 1.8 4区化学

Helvetica Chimica Acta Pub Date : 2024-02-02 DOI: 10.1002/hlca.202300200

Tomohiro Yasukawa, Katja S. Håheim, Janine Cossy

引用次数: 0

A Scalable and Chromatography-Free Synthesis of N,N-Bis(9,9-dimethyl-9H-fluoren-2-yl)-3′,3′,4′,7′-tetramethyl-2′,3′-dihydrospiro[fluorene-9,1′-indene]-2-amine, a new Hole Transport Material for Organic Solar Cells 一种用于有机太阳能电池的新型空穴传输材料--N,N-双（9,9-二甲基-9H-芴-2-基）-3′,3′,4′,7′-四甲基-2′,3′-二氢螺[芴-9,1′-茚]-2-胺的规模化无色谱法合成方法

IF 1.8 4区化学

Helvetica Chimica Acta Pub Date : 2024-02-02 DOI: 10.1002/hlca.202300220

Yves Aeschi, Thorsten M. Beck, Ulrich Berens, Alexander Ernst

{"title":"A Scalable and Chromatography-Free Synthesis of N,N-Bis(9,9-dimethyl-9H-fluoren-2-yl)-3′,3′,4′,7′-tetramethyl-2′,3′-dihydrospiro[fluorene-9,1′-indene]-2-amine, a new Hole Transport Material for Organic Solar Cells","authors":"Yves Aeschi, Thorsten M. Beck, Ulrich Berens, Alexander Ernst","doi":"10.1002/hlca.202300220","DOIUrl":"10.1002/hlca.202300220","url":null,"abstract":"The title triarylamine N,N-bis(9,9-dimethyl-9H-fluoren-2-yl)-3′,3′,4′,7′-tetramethyl-2′,3′-dihydrospiro[fluorene-9,1′-indene]-2-amine is a new hole transport material for organic solar cells. After investigating different discovery approaches (Schemes 1 + 2), a multi gram-scale synthetic sequence was developed (Scheme 4). The key intermediate 2-bromo-9-(2,5-dimethylphenyl)-9H-fluorene was accessible from 2-bromo-9-fluorenone by either the sequence Grignard reaction, Et3SiH/BF3 reduction or by direct arylation of the corresponding 2-bromo-9-fluorenol. Alkylation at C(9) of 2-bromo-9-(2,5-dimethylphenyl)-9H-fluorene with methallyl chloride and cyclization by an intramolecular Friedel-Crafts alkylation led to the key building block 2-bromo-3′,3′,4′,7′-tetramethyl-2′,3′-dihydrospiro[fluorene-9,1′-indene] (Scheme 4). A Buchwald-Hartwig coupling was employed (Scheme 3 + 4) for the assembly of the final triarylamines. The developed gram-scale synthesis of the title compound is scalable and chromatography-free with an overall yield >25 % over 5 steps.","PeriodicalId":12842,"journal":{"name":"Helvetica Chimica Acta","volume":"107 3","pages":""},"PeriodicalIF":1.8,"publicationDate":"2024-02-02","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"139664746","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

Novel Rearrangements of Guaiane Sesquiterpenes 胍类倍半萜的新型重排

IF 1.8 4区化学

Helvetica Chimica Acta Pub Date : 2024-01-29 DOI: 10.1002/hlca.202300205

Paul L. Türtscher, Gerhard Brunner, Andreas Goeke

引用次数: 0

Synthesis and Cell-Based Evaluation of Umifenovir Analogues as Anti-SARS-CoV-2 Agents 作为抗 SARS-CoV-2 药物的 Umifenovir 类似物的合成和基于细胞的评估

IF 1.8 4区化学

Helvetica Chimica Acta Pub Date : 2024-01-18 DOI: 10.1002/hlca.202300208

Hiroaki Tanaka, Seiya Miyagi, Tomoko Morita, Hiroaki Ishii, Natsuki Mori, Kaho Oishi, Takemasa Sakaguchi, Toyonobu Usuki

{"title":"Synthesis and Cell-Based Evaluation of Umifenovir Analogues as Anti-SARS-CoV-2 Agents","authors":"Hiroaki Tanaka, Seiya Miyagi, Tomoko Morita, Hiroaki Ishii, Natsuki Mori, Kaho Oishi, Takemasa Sakaguchi, Toyonobu Usuki","doi":"10.1002/hlca.202300208","DOIUrl":"10.1002/hlca.202300208","url":null,"abstract":"Umifenovir is a broad-spectrum antiviral agent used to treat influenza in China and Russia, and it has been studied as an antiviral agent for the treatment of coronavirus disease 2019 (COVID-19). We have previously reported the synthesis of novel umifenovir analogues and their biological evaluation with a focus on their inhibitory activity against the binding of the spike glycoprotein (S-protein) of severe acute respiratory syndrome coronavirus-2 (SARS-CoV-2) and the angiotensin-converting enzyme 2 (ACE2) receptor; however, no strong inhibitory activity was observed from these analogues. In the present study, an additional set of umifenovir analogues was synthesized with replacement of the substituents at the 2-, 3-, and 4-positions of the indole, and a cell-based assay using SARS-CoV-2 (B.1.1) was performed to examine the antiviral activity of the analogues. We found that one of the newly synthesized umifenovir analogues exhibited antiviral activity and reduced the viral load to 0.06 % as compared to the control when it was assessed in the presence of nafamostat and marimastat, which inhibit cell-surface viral entry. In contrast, when this analogue was evaluated without the addition of nafamostat or marimastat, it exhibited less antiviral activity, suggesting that the umifenovir analogue would exert antiviral activity mainly by inhibiting endosome-mediated viral entry.","PeriodicalId":12842,"journal":{"name":"Helvetica Chimica Acta","volume":"107 2","pages":""},"PeriodicalIF":1.8,"publicationDate":"2024-01-18","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://onlinelibrary.wiley.com/doi/epdf/10.1002/hlca.202300208","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"139514785","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

Cover Picture: (Helv. Chim. Acta 1/2024) 封面图片： (Helv. Chim. Acta 1/2024)

IF 1.8 4区化学

Helvetica Chimica Acta Pub Date : 2024-01-16 DOI: 10.1002/hlca.202470101

引用次数: 0

Enhancing the Metalating Power of ZnEt2 via Formation of an Alkyl/Alkoxide Potassium Zincate 通过形成烷基/烷氧基锌酸钾增强 ZnEt2 的金属化能力

IF 1.8 4区化学

Helvetica Chimica Acta Pub Date : 2024-01-12 DOI: 10.1002/hlca.202300237

Jasmin Kocher, Neil R. Judge, Eva Hevia

{"title":"Enhancing the Metalating Power of ZnEt2 via Formation of an Alkyl/Alkoxide Potassium Zincate","authors":"Jasmin Kocher, Neil R. Judge, Eva Hevia","doi":"10.1002/hlca.202300237","DOIUrl":"10.1002/hlca.202300237","url":null,"abstract":"Advancing the use of alkali-metal alkoxides as additives to activate organometallic reagents, here we report the synthesis and characterization of a novel potassium zincate [{(PMDETA)KZn(OtBu)Et2}2] obtained by co-complexation of equimolar amounts of potassium tert-butoxide, diethyl zinc and the tridentate donor PMDETA (N,N,N’,N’’,N’’-pentamethyldiethylenetriamine). Demonstrating its ability to activate both of the Et groups towards alkyne C−H metalation, this zincate reacts at room temperature with 2 equivalents of phenylacetylene to furnish [(THF)2KZn(CCPh)2(OtBu)}2], whereas, for the homometallic [ZnEt2(TMEDA)] (TMEDA=N,N,N’,N’-tetramethylethylendiamine) only one Et group is reactive towards the same substrate under the same conditions. Investigations on the reactivity of these complexes to undergo N−H amine metalation using 2, 6-diisopropylphenylamine (NH2Dipp) and 1,2,3,4-tetrahydroquinoline (THQ(H)) as model substrates revealed that while homometallic [ZnEt2(TMEDA)] is completely inert towards these amines, heterobimetallic [{(PMDETA)KZn(OtBu)Et2}2] reacts through one of its Et groups to form [(THF)2KZn(OtBu)(Et)(NHDipp)] as well as [(THF)4K2Zn(THQ)4]. The latter is obtained as a side product of ligand redistribution of a putative [(THF)nKZn(OtBu)(Et)(THQ)] intermediate. An alternative method to access mixed amide/alkoxide potassium zincates is also described by assessing the co-complexation of KOtBu with Zn(HMDS)2 in the presence of PMDETA which gave [(PMDETA)KZn(HMDS)2(OtBu)].","PeriodicalId":12842,"journal":{"name":"Helvetica Chimica Acta","volume":"107 3","pages":""},"PeriodicalIF":1.8,"publicationDate":"2024-01-12","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://onlinelibrary.wiley.com/doi/epdf/10.1002/hlca.202300237","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"139462529","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

Selective Recognition of Aromatic Amino Acids by a Molecular Cleft in Water 分子裂隙在水中选择性识别芳香族氨基酸

IF 1.8 4区化学

Helvetica Chimica Acta Pub Date : 2024-01-10 DOI: 10.1002/hlca.202300221

Joël F. Keller, Michal Valášek, Marcel Mayor

引用次数: 0

Synthesis and Photophysical Evaluation of 3,3’-Nitrogen Bis-Substituted fac-[Re(CO)3(Diimine)Br] Complexes 3,3'-氮双取代面-[Re(CO)3(二亚胺)Br] 配合物的合成与光物理评估

IF 1.8 4区化学

Helvetica Chimica Acta Pub Date : 2024-01-09 DOI: 10.1002/hlca.202300239

Joshua Csucker, Nathalie Decrausaz, Sarah Isabella Jäggi, Olivier Blacque, Bernhard Spingler, Roger Alberto

引用次数: 0