ChemistryEurope最新文献

Dead Ends and Detours Towards a Rigid Hexasalicylic Aldehyde Precursor for Triptycene-Based Porous Materials 三苯基多孔材料刚性六水杨醛前驱体的死胡同和弯路

ChemistryEurope Pub Date : 2025-05-15 DOI: 10.1002/ceur.202580302

Dennis Reinhard, Sven M. Elbert, Wen-Shan Zhang, Frank Rominger, Rasmus R. Schröder, Michael Mastalerz

引用次数: 0

Mechanochemical Synthesis of Pillar[5]arene-based [c2]Daisy Chain Rotaxanes 柱状[5]芳烃基[c2]菊花链轮烷的机械化学合成

ChemistryEurope Pub Date : 2025-05-15 DOI: 10.1002/ceur.202580301

Dr. Boram Park, Dr. Iwona Nierengarten, Dr. Jean-François Nierengarten

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Lumos: A β-Diketone-Derived Artificial Nucleobase Forming Inter-Strand Complexes in DNA that Promote Lanthanoid Ion Luminescence Lumos：一种β-二酮衍生的人工核碱基，在DNA中形成链间复合物，促进类镧离子发光

ChemistryEurope Pub Date : 2025-05-15 DOI: 10.1002/ceur.202580303

Carla Bardehle, Marian Hebenbrock, Alexander Hepp, Jens Müller

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Evolution of a Strategy for the Total Synthesis of the Ganoderma Meroterpenoid Ganoapplanin 灵芝萜类灵芝素全合成策略的进化

ChemistryEurope Pub Date : 2025-04-26 DOI: 10.1002/ceur.202500020

Nicolas Müller, Ondřej Kováč, Alexander Rode, Daniel Atzl, Clemens Dietrich, Ana V. Serna, Sebastian Schaar, Antonio Paparesta, Julian Lichtenegger, Thomas Magauer

{"title":"Evolution of a Strategy for the Total Synthesis of the Ganoderma Meroterpenoid Ganoapplanin","authors":"Nicolas Müller, Ondřej Kováč, Alexander Rode, Daniel Atzl, Clemens Dietrich, Ana V. Serna, Sebastian Schaar, Antonio Paparesta, Julian Lichtenegger, Thomas Magauer","doi":"10.1002/ceur.202500020","DOIUrl":"https://doi.org/10.1002/ceur.202500020","url":null,"abstract":"Herein, a detailed account of the efforts leading to the recently published synthesis of the Ganoderma meroterpenoid ganoapplanin, a natural product identified as an inhibitor of T-type voltage-gated calcium channels, is provided. Ganoapplanin, which was isolated as a racemate from the fungus Ganoderma applanatum in 2016, features a complex structure, including a characteristic spiro bisacetal structure, a highly functionalized tetra-ortho-substituted biaryl motif, and a propellane-like dioxatricyclo[4.3.3.0]dodecane scaffold. While the southern terpenoid fragment is available via a diastereoselective titanium-mediated iodolactonization, considerable efforts are required to fuse this fragment with various aromatic fragments. The breakthrough was achieved by a highly efficient two-component coupling strategy that simultaneously fuses the fragments and establishes the crucial biaryl bond. This transformation involves an intramolecular 6-exo-trig radical addition of a quinone monoacetal, followed by an intermolecular aldol addition. Finally, strategic late-stage oxidations enabled the formation of the characteristic spiro bisacetal motif and the completion of the synthesis of ganoapplanin.","PeriodicalId":100234,"journal":{"name":"ChemistryEurope","volume":"3 3","pages":""},"PeriodicalIF":0.0,"publicationDate":"2025-04-26","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://onlinelibrary.wiley.com/doi/epdf/10.1002/ceur.202500020","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143950222","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

引用次数: 0

Clean 1H NMR Spectra of Products Directly from Batch and Flow Reaction Mixtures 清洁的1H核磁共振光谱直接从批和流动反应混合物的产品

ChemistryEurope Pub Date : 2025-04-24 DOI: 10.1002/ceur.202500038

Yuliia Horbenko, Martin Jaudronnet, Nour El Sabbagh, Margherita Bazzoni, Aurélie Bernard, Mathias Nilsson, Patrick Giraudeau, François-Xavier Felpin, Jean-Nicolas Dumez

{"title":"Clean 1H NMR Spectra of Products Directly from Batch and Flow Reaction Mixtures","authors":"Yuliia Horbenko, Martin Jaudronnet, Nour El Sabbagh, Margherita Bazzoni, Aurélie Bernard, Mathias Nilsson, Patrick Giraudeau, François-Xavier Felpin, Jean-Nicolas Dumez","doi":"10.1002/ceur.202500038","DOIUrl":"https://doi.org/10.1002/ceur.202500038","url":null,"abstract":"Nuclear magnetic resonance (NMR) spectroscopy is widely used for the monitoring of chemical reactions. Flow NMR methods are being increasingly used to monitor reactions carried out in either batch or flow synthesis mode. Kinetic information is commonly obtained by integration of assigned peaks across a series of spectra. However, the complexity of NMR spectra in reaction mixtures can result in peak overlap and assignment issues, which make it difficult to recover the clean complete spectrum of compounds involved in the reaction. Multiway analysis methods can in principle be used to separate information on compounds in a mixture, but they are demanding on the quality and form of the input data. Herein, it is shown how the multiway analysis of time-resolved diffusion NMR data can yield the clean spectrum of newly formed compounds, for a selection of click reactions carried out in batch and in flow, when monitored by flow NMR. The use of a fast and robust diffusion NMR approach, together with careful processing, yields high-quality data, even for continuously flowing samples, which was previously inaccessible. Multiway analysis then yields 1D 1H spectra together with concentration changes. The proposed approach is expected to be particularly useful for reaction monitoring applications.","PeriodicalId":100234,"journal":{"name":"ChemistryEurope","volume":"3 3","pages":""},"PeriodicalIF":0.0,"publicationDate":"2025-04-24","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://onlinelibrary.wiley.com/doi/epdf/10.1002/ceur.202500038","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143950525","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

引用次数: 0

Computational Organic Electrosynthesis: The Role of Overcharge Protectors 计算有机电合成：过充保护器的作用

ChemistryEurope Pub Date : 2025-04-22 DOI: 10.1002/ceur.202500032

Marina Díaz-Ruiz, Feliu Maseras

{"title":"Computational Organic Electrosynthesis: The Role of Overcharge Protectors","authors":"Marina Díaz-Ruiz, Feliu Maseras","doi":"10.1002/ceur.202500032","DOIUrl":"https://doi.org/10.1002/ceur.202500032","url":null,"abstract":"Organic electrosynthesis is a powerful technique that provides enhanced yields along with key advantages such as atom economy, sustainability, and improved selectivity. However, its comprehensive mechanistic understanding remains challenging due to its complex and often non-trivial nature. Herein, a complete computational investigation of a nickel-catalyzed electrochemical cross electrophile coupling reaction is reported, previously reported by Sevov and coworkers, which is facilitated by an overcharge protector. Our approach combines density functional theory calculations with microkinetic modeling to first elucidate the reaction mechanism in solution and then to characterize the electrodic processes, where the catalyst degradation competes with protector reduction. To account for this competition, the electric current is incorporated into the microkinetic simulations by defining the electron transfer rate. All components are integrated into the model, simulating the reaction both with and without the protector, achieving good reproduction of the experimental results and leading to a better understanding of its mechanistic features.","PeriodicalId":100234,"journal":{"name":"ChemistryEurope","volume":"3 3","pages":""},"PeriodicalIF":0.0,"publicationDate":"2025-04-22","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://onlinelibrary.wiley.com/doi/epdf/10.1002/ceur.202500032","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143950234","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

引用次数: 0

Ball-Milling-Promoted Copper-Catalyzed Solid-State Radical C–H Difluoroalkylation Reactions 球磨促进铜催化固态自由基C-H二氟烷基化反应

ChemistryEurope Pub Date : 2025-04-17 DOI: 10.1002/ceur.202500046

Ran Zhang, Chen-Zhe Yun, Hong Lu, Hao Wei

引用次数: 0

Tryptophan-Selective Chemical Modification of Peptides by Thioether-Mediated Sulfenylation 硫醚介导的磺化对多肽的色氨酸选择性化学修饰

ChemistryEurope Pub Date : 2025-04-13 DOI: 10.1002/ceur.202500059

Hayate Shida, Akihiro Taguchi, Yuma Tokita, Yan Cui, Momoka Sakamaki, Sho Konno, Atsuhiko Taniguchi, Young Sook Yun, Yuuta Fujikawa, Hiroshi Kaneko, Hidemasa Nakaminami, Yoshio Hayashi

{"title":"Tryptophan-Selective Chemical Modification of Peptides by Thioether-Mediated Sulfenylation","authors":"Hayate Shida, Akihiro Taguchi, Yuma Tokita, Yan Cui, Momoka Sakamaki, Sho Konno, Atsuhiko Taniguchi, Young Sook Yun, Yuuta Fujikawa, Hiroshi Kaneko, Hidemasa Nakaminami, Yoshio Hayashi","doi":"10.1002/ceur.202500059","DOIUrl":"https://doi.org/10.1002/ceur.202500059","url":null,"abstract":"Chemical modification of biomolecules such as peptides and proteins is an important technology for the development of new functional molecules. Herein, a thioether-mediated sulfenylation for tryptophan (Trp)-selective chemical modification under mild metal-free reaction conditions involving a weak acid/water solvent is reported. An electrophilic species generated from 4-fluorophenyl 3-nitro-2-pyridinesulfenate, Npys-OPh(pF), in the presence of a thioether component, enables efficient sulfenylation of the Trp residue on various Trp-containing biologically active linear and cyclic peptides. In addition, this sulfenylation to late-stage chemical modification of a natural cyclic depsipeptide, daptomycin, is expanded and Trp-sulfenylated derivatives, including fluorescent-labeled derivatives, are obtained. The results indicate that the thioether-mediated sulfenylation can be used as a robust Trp-selective chemical modification method for peptides in a wide range of applications.","PeriodicalId":100234,"journal":{"name":"ChemistryEurope","volume":"3 3","pages":""},"PeriodicalIF":0.0,"publicationDate":"2025-04-13","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://onlinelibrary.wiley.com/doi/epdf/10.1002/ceur.202500059","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143950140","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

引用次数: 0

The Interplay of Single Ion Anisotropy and Magnetic 3 d-4 f Interactions in VIII2LnIII2 Butterfly Complexes VIII2LnIII2蝴蝶配合物中单离子各向异性与磁性3d - 4f相互作用的相互作用

ChemistryEurope Pub Date : 2025-04-11 DOI: 10.1002/ceur.202500011

Jan Arneth, Dr. Xian-Feng Li, Dr. Jonas Braun, Dr. Sagar Paul, Dr. Michael Schulze, Dr. Christopher E. Anson, Prof. Dr. Wolfgang Wernsdorfer, Prof. Dr. Annie K. Powell, Prof. Dr. Rüdiger Klingeler

{"title":"The Interplay of Single Ion Anisotropy and Magnetic 3 d-4 f Interactions in VIII2LnIII2 Butterfly Complexes","authors":"Jan Arneth, Dr. Xian-Feng Li, Dr. Jonas Braun, Dr. Sagar Paul, Dr. Michael Schulze, Dr. Christopher E. Anson, Prof. Dr. Wolfgang Wernsdorfer, Prof. Dr. Annie K. Powell, Prof. Dr. Rüdiger Klingeler","doi":"10.1002/ceur.202500011","DOIUrl":"https://doi.org/10.1002/ceur.202500011","url":null,"abstract":"Within the framework of 3d–4f molecular magnets, the most thoroughly investigated architecture is that of butterfly-shaped coordination clusters as it provides an ideal testbed to study fundamental magnetic interactions. Here, we report the synthesis and characterisation of a series of isostructural VIII2LnIII2 butterfly complexes, where Ln=Y (1Y), Tb (2Tb), Dy (3Dy), Ho (4Ho), Er (5Er), Tm (6Tm), Yb (7Yb), which extends the previous study on isostructural butterflies with CrIII, MnIII and FeIII. In zero external field, compounds 2Tb, 3Dy and 4Ho show clear maxima in the out-of-phase component of the ac susceptibility whereas small magnetic fields are needed to suppress quantum tunnelling in 6Tm. Combined high-field electron paramagnetic resonance spectroscopy and magnetisation measurements unambiguously reveal an easy-plane anisotropy of the VIII ion and antiferromagnetic Ising-like 3d–4f exchange couplings. The strength of J3d-4f is shown to decrease upon variation of the 4 f ion from Tb to Ho, while increasing antiferromagnetic interaction can be observed from Ho to Tm. The exact inverse chemical trend is found for the relative angle between the 3d and 4 f main anisotropy axes, which highlights the important role of the lanthanide 4 f electron distribution anisotropy for 3d–4f exchange.","PeriodicalId":100234,"journal":{"name":"ChemistryEurope","volume":"3 3","pages":""},"PeriodicalIF":0.0,"publicationDate":"2025-04-11","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://onlinelibrary.wiley.com/doi/epdf/10.1002/ceur.202500011","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143949894","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

引用次数: 0

Multiple Atropo Selectivity by κ2-N,O-Oxazoline Urea Ligands in Cobaltaelectro-Catalyzed C─H Activations: Decoding Selectivity with Data Science Integration κ2-N， o-恶唑啉脲配体在钴电催化C─H活化中的多重阿托普选择性：解码选择性与数据科学集成

ChemistryEurope Pub Date : 2025-04-08 DOI: 10.1002/ceur.202500071

Philipp Boos, Neeraj Kumar Pandit, Suman Dana, Tristan von Münchow, Airu Hashidoko, Laura Haberstock, Regine Herbst-Irmer, Dietmar Stalke, Lutz Ackermann

{"title":"Multiple Atropo Selectivity by κ2-N,O-Oxazoline Urea Ligands in Cobaltaelectro-Catalyzed C─H Activations: Decoding Selectivity with Data Science Integration","authors":"Philipp Boos, Neeraj Kumar Pandit, Suman Dana, Tristan von Münchow, Airu Hashidoko, Laura Haberstock, Regine Herbst-Irmer, Dietmar Stalke, Lutz Ackermann","doi":"10.1002/ceur.202500071","DOIUrl":"https://doi.org/10.1002/ceur.202500071","url":null,"abstract":"Enantioselective catalysis is one of the most prominent strategies in organic synthesis to access chiral bioactive compounds and advanced organic materials. Particularly, the development of chiral ligands has significantly advanced the efficiency and selectivity of transition metal-catalyzed enantioselective transformations. Over recent decades, numerous chiral ligand classes with distinct geometrical and electronic properties have been established. Despite these advances, the demand for novel, tunable, and highly effective chiral ligands persists, driven by the need for structurally diverse chiral molecules and the pursuit of greener, more sustainable catalytic processes. Herein, a novel class of chiral oxazoline ureas is introduced and their potential as κ2-N,O-preligands in enantioselective transition metal catalysis is demonstrated. The chiral oxazoline urea ligands are featurized and compared with amide and enol derivatives using the physical organic descriptors. A multivariate linear regression model is constructed to quantitatively describe the effect of the quinoline fragment from the substrate and the ligand on enantioselectivity. Moreover, the model is effectively applied to atropo-enantioselective cobaltaelectro-catalyzed C─H annulations of 1-alkynyl indoles.","PeriodicalId":100234,"journal":{"name":"ChemistryEurope","volume":"3 3","pages":""},"PeriodicalIF":0.0,"publicationDate":"2025-04-08","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://onlinelibrary.wiley.com/doi/epdf/10.1002/ceur.202500071","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"143949805","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"OA","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

引用次数: 0