JACS AuPub Date : 2026-08-24Epub Date: 2026-08-07DOI: 10.1021/jacsau.6c01035
Hyeonbhin Byeon, Hojin Hong, Da Hye Lee, Yoonjee Park, Taeyang Ha, Ha Eun Kim, Yoonsu Park
{"title":"Direct Access to the Simplest N-Substituted Pyrroles from Furans Enabled by Tailored Photocatalysts","authors":"Hyeonbhin Byeon, Hojin Hong, Da Hye Lee, Yoonjee Park, Taeyang Ha, Ha Eun Kim, Yoonsu Park","doi":"10.1021/jacsau.6c01035","DOIUrl":"https://doi.org/10.1021/jacsau.6c01035","url":null,"abstract":"<p><em>N</em>-Methylpyrroles are important motifs in pharmaceuticalsand biologically relevant compounds, yet their synthesis commonlyrelies on direct <em>N</em>-methylation of N–H pyrroles,a process often limited by the instability of pyrrole and the useof toxic alkylating reagents under harsh conditions. Herein, we reporta photocatalytic strategy for the direct conversion of readily availablefurans to <em>N</em>-methylpyrroles. The reaction efficiencywas markedly improved compared to the first-generation catalytic protocolthrough the development of tailored photocatalysts. Combining skeletalediting with continuous-flow photochemistry, this method providesefficient access to <em>N</em>-methylpyrroles under mild conditionswhile avoiding preformed N–H pyrrole substrates and conventionalmethylating agents. The utility of the protocol was further demonstratedthrough the late-stage diversification of structurally complex molecules.</p>","PeriodicalId":94060,"journal":{"name":"JACS Au","volume":"6 8","pages":"4811–4818"},"PeriodicalIF":8.5,"publicationDate":"2026-08-24","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"148810152","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
JACS AuPub Date : 2026-08-24Epub Date: 2026-07-30DOI: 10.1021/jacsau.6c00724
Seonmo Yang, Jeongheon Seok, Junyoung Choi, Jinyoung Kim, Hyo Chul Ahn, Hayoung Ahn, Jihoon Oh, Minkwan Kim, Dongmin Park, Taemin Kang, Ben Dlugatch, Doron Aurbach, Yousung Jung, Jang Wook Choi
{"title":"Modulating the Reactivity of Amine-Based Electrolytes for Stable Rechargeable Magnesium Batteries","authors":"Seonmo Yang, Jeongheon Seok, Junyoung Choi, Jinyoung Kim, Hyo Chul Ahn, Hayoung Ahn, Jihoon Oh, Minkwan Kim, Dongmin Park, Taemin Kang, Ben Dlugatch, Doron Aurbach, Yousung Jung, Jang Wook Choi","doi":"10.1021/jacsau.6c00724","DOIUrl":"https://doi.org/10.1021/jacsau.6c00724","url":null,"abstract":"<p>Despite their advantagescomplementary to lithium- and sodium-ionbatteries, rechargeable magnesium batteries (RMBs) still suffer frommultiple limitations that impede their commercialization. Amine-basedelectrolytes have recently emerged as promising options to overcomethe long-standing challenge of sluggish Mg<sup>2+</sup> ion transportat the magnesium metal interface; however, their uncontrolled chemicaland electrochemical reactivity impairs cycling and calendar life.After screening a range of bidentate methoxyethylamine derivatives,we herein identify aminoacetaldehyde dimethyl acetal (ADMA)─functionalizedwith a methoxy substituent─as a single electrolyte solventthat achieves an optimal balance between interfacial ionic transportand (electro)chemical stability. These optimal properties are enabledby the concerted modulation of electron donicity and steric hindrancein ADMA. Consequently, the ADMA-based electrolyte delivers stablecycling for Mg||SS half-cells─even under operating protocolsincorporating intermittent rest periods─as well as for full-cellspaired with Mo<sub>6</sub>S<sub>8</sub> and tellurium cathodes. Thisstudy demonstrates that longstanding interfacial issues at the Mgmetal anode in RMBs can be resolved through the sophisticated molecularengineering of scalable, bidentate methoxyethylamine electrolyte solvents.</p>","PeriodicalId":94060,"journal":{"name":"JACS Au","volume":"6 8","pages":"4655–4666"},"PeriodicalIF":8.5,"publicationDate":"2026-08-24","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"148810370","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
JACS AuPub Date : 2026-08-24Epub Date: 2026-07-20DOI: 10.1021/jacsau.6c00393
Wenjing Liu, Chang Zhang, Mojie Duan, Meng Yao, Ziwei Chang, Jun Yang
{"title":"Molecular Mechanism of the SepF N-Terminal Conformational Switch in Ring Assembly and Membrane Anchoring","authors":"Wenjing Liu, Chang Zhang, Mojie Duan, Meng Yao, Ziwei Chang, Jun Yang","doi":"10.1021/jacsau.6c00393","DOIUrl":"https://doi.org/10.1021/jacsau.6c00393","url":null,"abstract":"<p>Septum-forming protein (SepF) self-assembles into ring-shapedstructuresduring bacterial cell division, acting as a bridge that anchors theZ-ring to the cell membrane and thereby facilitates membrane remodelingand constriction. In this study, we elucidate how salt ions regulatethe ring assembly of SepF and its membrane anchoring using solid-stateNMR (ssNMR) spectroscopy in combination with biochemical methods.We show that the N-terminal fragment of SepF (residues 1–12)is highly dynamic and disordered under salt-free conditions, whichinhibits SepF ring assembly. In the presence of NaCl, this N-terminalfragment of SepF undergoes a conformational transition to a less flexibleand more ordered state, enabling ring assembly and enhancing its membraneanchoring. In contrast, a SepF mutant that assembles into noncurvedfibrils exhibits impaired membrane recruitment capability, highlightingthe crucial role of assembly curvature in membrane remodeling. Basedon these findings, we propose a mechanistic model in which the coordinationof ring assembly and membrane anchoring is critical for membrane remodeling,with NaCl-dependent modulation of the N-terminal fragment playinga central role. Our work provides atomic-level insights into how SepFresponds to environmental factors to regulate its conformation andassembly curvature, advancing our understanding of the functionalregulation of supramolecular machinery in bacterial cell division.</p>","PeriodicalId":94060,"journal":{"name":"JACS Au","volume":"6 8","pages":"4445–4457"},"PeriodicalIF":8.5,"publicationDate":"2026-08-24","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"148810416","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
JACS AuPub Date : 2026-08-24Epub Date: 2026-07-22DOI: 10.1021/jacsau.6c00717
Debarghya Sarkar, Sabyasachi Bag, Kanyashree Jana, Meleppatt Sujith, Tadashi Mori, C. H. Suresh, Jarugu Narasimha Moorthy
{"title":"Stereodynamic Helicenes for Chirality Sensing and Enantiomeric Assay through Diastereomeric Helical Enrichment","authors":"Debarghya Sarkar, Sabyasachi Bag, Kanyashree Jana, Meleppatt Sujith, Tadashi Mori, C. H. Suresh, Jarugu Narasimha Moorthy","doi":"10.1021/jacsau.6c00717","DOIUrl":"https://doi.org/10.1021/jacsau.6c00717","url":null,"abstract":"<p>Although several molecular systems that lead to helicallytwistedstructures upon binding with chiral analytes and produce strong Cottoneffects (CEs) in CD for chirality sensing and assay have been reported,helicene-based platforms as probes have not been much explored. Wedesigned and synthesized three stereodynamic regioisomeric oxahelicaldialdehydes (<strong>OD</strong>s)─<strong>OH-Prox</strong>, <strong>OH-Dist</strong>, and <strong>OH-Asym</strong>─along with an analogouscarbohelical dialdehyde (<strong>CH-Prox</strong>), and investigated themas probes for sensing chiral monoamines (<strong>MA</strong>s) and diamines(<strong>DA</strong>s). Reactions of all <strong>OD</strong>s with a cyclicchiral diamine, 1,2-cyclohexanediamine (<strong>DA1</strong>), producedmacrocyclic imine products with a 2:2 <strong>OD</strong>/<strong>DA1</strong> stoichiometry, which exhibited strong CEs in their CD spectra. Notably,the imine derived from <strong>OH-Prox</strong> displayed intense CEscharacteristic of helical structures, appearing in the 300–400nm region with a bisignate feature near the absorption edge. In contrast,the imines formed from <strong>OH-Dist</strong> and <strong>CH-Prox</strong> lacked this signature. Theoretical energy minimizations of the structuresof imine products suggest that the compact and rigid structure ofthe <strong>OH-Prox_DA1</strong> imine is responsible for the edge CEwith bisignation observed in its CD spectrum. Analogous but significantlyweaker CEs (5–7 fold lower), also indicative of helical structures,were observed for the imine products of <strong>OH-Prox</strong> withmonoamines <strong>MA1</strong> and <strong>MA2</strong>, reflecting reducedrigidity and partial enrichment of one helical form. For oppositestereoconfigurations of amine analytes, mirror-image CEs were consistentlyobserved for all dialdehyde probe systems. It is shown that the pronouncedCEs, arising from conformational locking with <strong>DA1</strong> andenantiomeric helical enrichment with <strong>MA</strong>s, enable thedetermination of absolute configuration as well as rapid assay ofenantiomeric excess of chiral amine analytes at very low concentrations(μM). The stereodynamic helical molecular platforms are thuscompellingly demonstrated as powerful systems for chirality sensingand assay─marking an advance in a field dominated heretoforeby helically twisted molecular frameworks.</p>","PeriodicalId":94060,"journal":{"name":"JACS Au","volume":"6 8","pages":"4626–4642"},"PeriodicalIF":8.5,"publicationDate":"2026-08-24","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"148810435","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
{"title":"Enhancing Enzyme Activity Via Noncovalent Association with DNA-Functionalized Nanoparticles","authors":"Seungheon Lee, Atri Bhattacharya, Regan Kuttler, Subrata Pandit, Busra Ozguney, Jackson Jacobi, Jeetain Mittal, Devleena Samanta","doi":"10.1021/jacsau.6c00921","DOIUrl":"https://doi.org/10.1021/jacsau.6c00921","url":null,"abstract":"<p>Enhancing enzyme performance without protein engineeringremainsa central challenge in biocatalysis. Here, we report the unusual discoverythat nanoparticles densely functionalized with DNA, commonly knownas spherical nucleic acids (SNAs), can bind enzymes without chemicalconjugation, affinity tags, or engineered recognition motifs and substantiallyincrease catalytic activity. Using cytochrome c as a model peroxidase,we show that noncovalent binding to SNAs increases the apparent turnovernumber by up to 15-fold. Mechanistic studies by varying DNA density,length, and nanoparticle core identity reveal that activity enhancementdoes not arise from free DNA or the nanoparticle core alone but fromthe three-dimensional, high-density presentation of DNA at the nanoparticlesurface. Consequently, similar effects are observed when gold coresare replaced with glucose oxidase or antibody cores. Moreover, activitymodulation also depends on DNA sequence, establishing sequence designas a programmable handle for tuning enzyme output. All-atom moleculardynamics simulations, binding studies, and circular dichroism furtherreveal that base-specific interactions reshape enzyme conformationalflexibility and increase active-site accessibility. This effect generalizesbeyond cytochrome c to catalase and carbonic anhydrase. Together,these findings establish SNAs as adaptable, sequence-programmableplatforms for enhancing and coordinating biocatalysis and expand theirfunctional scope into enzyme regulation.</p>","PeriodicalId":94060,"journal":{"name":"JACS Au","volume":"6 8","pages":"4410–4416"},"PeriodicalIF":8.5,"publicationDate":"2026-08-24","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"148810075","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
{"title":"Reaction Pathway and Axial Ligand Effects of C(sp3)–H Primary Amination by Unprotected Iron-Porphyrin-Nitrenoid","authors":"Jingyuan Zhuang, Yu Zhou, Zhen Lyu, Peng Qiu, Ting Wang, Gui-Juan Cheng","doi":"10.1021/jacsau.6c00687","DOIUrl":"https://doi.org/10.1021/jacsau.6c00687","url":null,"abstract":"<p>Engineered hemoprotein-catalyzed unprotected nitrenoidC(sp<sup>3</sup>)–H insertion has emerged as a highly promisingmethodfor the efficient synthesis of aliphatic primary amines. Despite itspotential, the reaction mechanism, particularly the formation andthe nature of nitrenoid species and the effects of axial ligands,still lacks understanding. Herein, we report a theoretical study onthe unprotected nitrenoid C(sp<sup>3</sup>)–H insertion usingthree iron-porphyrin complexes with distinct axial coordination environments.Our study reveals the formation of two reactive nitrenoid intermediates,[FeNH<sub>2</sub>]<sup>+</sup> and [FeNH], and elucidates their divergentmechanistic pathways and reactivity profiles. Notably, the [FeNH<sub>2</sub>]<sup>+</sup> species exists an unprecedented σ-channel/σ-channelreaction pattern, and exhibits an atypical radical rebound mechanism.Furthermore, we developed a multivariate linear regression (MLR) modelfor the hydrogen-atom transfer (HAT) step, identifying key factorsgoverning reaction activity. Our study uncovers the critical roleof axial ligands in modulating the stability and reactivity of iron-nitrenoidspecies, thereby steering the preferred reaction pathway in iron porphyrin-catalyzedC(sp<sup>3</sup>)–H amination. In addition, QM/MM calculationson the P411<sub>APA</sub>-catalyzed C(sp<sup>3</sup>)–H aminationconfirmed that the [FeNH<sub>2</sub>] <sup>+</sup> pathway is morefavorable. Furthermore, the role of its axial ligand and the originof stereoselectivity were elucidated. These mechanistic insightsprovide a valuable foundation for future catalyst design and proteinengineering efforts.</p>","PeriodicalId":94060,"journal":{"name":"JACS Au","volume":"6 8","pages":"4582–4595"},"PeriodicalIF":8.5,"publicationDate":"2026-08-24","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"148810221","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
JACS AuPub Date : 2026-08-24Epub Date: 2026-07-04DOI: 10.1021/jacsau.6c00314
Xiaocheng Xu, Zongchang Han, Guang-Ze Zhang, Jia-Cheng Huang, Han-Shi Hu
{"title":"Hydrogen-Induced, Unexpectedly Strong 8c–2e ϕ Bond in An2H8 (An = Pa, Pu) Complexes","authors":"Xiaocheng Xu, Zongchang Han, Guang-Ze Zhang, Jia-Cheng Huang, Han-Shi Hu","doi":"10.1021/jacsau.6c00314","DOIUrl":"https://doi.org/10.1021/jacsau.6c00314","url":null,"abstract":"<p>In the hierarchy of molecular orbital interactions, metal–metalϕ bonding constitutes the zenith of angular momentum components,yet its realization in compounds remains perhaps the most strikingmanifestation of the stringent spatial demands required for effectiveorbital overlap. In this study, we report the theoretical identificationof an unprecedented eight-center two-electron (8c–2e) ϕbond, which is induced by six hydrogen atoms within the U–H<sub>6</sub>–U inverse sandwich subunit of the U<sub>2</sub>H<sub>8</sub> diactinide hydride complex with a H–U–H<sub>6</sub>–U–H geometric configuration. This finding issupported by combined DFT and high-level <em>ab initio</em> calculations based on the CASPT2 method, which yield mutually consistentresults. The U–H<sub>6</sub>–U inverse sandwich unitfeatures strong 5f<sub>ϕ</sub>–1s<sub>σ</sub> interactionsbetween the two uranium atoms and the central bridging H<sub>6</sub> moiety. Further bonding analysis reveals the delocalized multicenterσ, π, δ, and ϕ chemical bonds, with AIMD simulationsconfirming the thermal stability of U<sub>2</sub>H<sub>8</sub>. Extendingthe investigation across the actinide series (An = Th–Am),DFT calculations reveal that Pa<sub>2</sub>H<sub>8</sub>, Np<sub>2</sub>H<sub>8</sub>, and Pu<sub>2</sub>H<sub>8</sub> adopt a similar H–An–H<sub>6</sub>–An–H geometric configuration featuring an 8c–2eϕ bond. These findings enhance the fundamental understandingof covalency origins in f-block element hydride compounds, especiallyfor uranium-based systems.</p>","PeriodicalId":94060,"journal":{"name":"JACS Au","volume":"6 8","pages":"4428–4436"},"PeriodicalIF":8.5,"publicationDate":"2026-08-24","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"148810278","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
JACS AuPub Date : 2026-08-24Epub Date: 2026-08-03DOI: 10.1021/jacsau.6c01015
Peng Yang, Yahong Yao, Rammile Ettelaie, Yumeng Mi, Nan Xue, Anpeng Hu, Ming Zhang, Hengquan Yang
{"title":"Compartmentalized Liquid Microenvironments of Pickering Emulsion Droplets for Continuous-Flow Catalysis","authors":"Peng Yang, Yahong Yao, Rammile Ettelaie, Yumeng Mi, Nan Xue, Anpeng Hu, Ming Zhang, Hengquan Yang","doi":"10.1021/jacsau.6c01015","DOIUrl":"https://doi.org/10.1021/jacsau.6c01015","url":null,"abstract":"<p>Transitioning catalysis from batch to continuous flowremains akey objective of sustainable chemistry, yet the effective retentionof homogeneous catalysts and enzymes under flow conditions is a persistentchallenge. This Perspective highlights Pickering emulsion droplet(PED)-based fixed-bed reactors as a modular strategy that enablescontinuous-flow catalysis by confining homogeneous catalysts and enzymeswithin particle-stabilized liquid microdomains that can be directlypacked into column reactors. Owing to the high structural stabilityof droplets under flow, their strong confinement capability, and favorableliquid microenvironments that preserve catalytic activity, as wellas the near-plug-flow behavior of the packed-bed, PED-based systemsfundamentally differ from conventional solid-supported fixed-bed reactorsand exhibit enhanced catalytic efficiency and long-term operationalstability. We summarize the evolution of PED architectures from simplePickering emulsion droplets to shell-engineered microcapsules, multicompartmentalizedbiomimetic microreactors, and mechanically reinforced supraparticles.Applications in enzymatic catalysis, enzyme–cofactor systems,chemoenzymatic cascades, homogeneous catalysis, and photo- and electrocatalysisare discussed. Finally, we outline future directions toward establishinga theoretical framework for PED-based continuous-flow systems, advancingoperando characterization, expanding applications in pharmaceuticalcontinuous manufacturing, and constructing PED-based biomimetic cellfactories for carbon upgrading. PED-based fixed-bed systems thus emergeas a versatile platform for sustainable chemical manufacturing.</p>","PeriodicalId":94060,"journal":{"name":"JACS Au","volume":"6 8","pages":"4380–4395"},"PeriodicalIF":8.5,"publicationDate":"2026-08-24","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"148810159","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
JACS AuPub Date : 2026-08-24Epub Date: 2026-08-05DOI: 10.1021/jacsau.6c00898
Roshni G. Bhaskar, Austin Cook, Fridah Rotich, Sara Arévalo, Maia Popova
{"title":"Characterizing Student Reasoning with Multiple Representations of Molecular Structure","authors":"Roshni G. Bhaskar, Austin Cook, Fridah Rotich, Sara Arévalo, Maia Popova","doi":"10.1021/jacsau.6c00898","DOIUrl":"https://doi.org/10.1021/jacsau.6c00898","url":null,"abstract":"<p>Organic chemistry relies on a range of symbolic representationsto convey molecular structure and behavior. While each representationhas specific advantages, the multitude of representations introducedis a well-documented obstacle for many students, furthered by a lackof instructional support in using the appropriate representation(s)for a given context. The contextual use of representations requiresknowledge of their affordances and limitations, which is a key areaof student representational reasoning that we sought to investigate.Through video-based, semistructured interviews that incorporated studentannotations, we explored how 28 organic chemistry students perceiveand reason about the affordances and limitations of six commonly usedmolecular representations: condensed structures, Lewis structures,skeletal structures, wedge–dash diagrams, Newman projections,and chair conformations. We found that most students could identifyaffordances but struggled to recognize limitations, with proficiencyvarying widely across participants. Students often relied on heuristics-basedreasoning, which was productive when grounded in structural evidenceand multicomponent reasoning. Those demonstrating stronger reasoningmade more accurate claims, identified affordances across more conceptualcategories, and articulated more relevant affordances and limitations.These findings highlight the tight interconnectedness of reasoning,conceptual understanding, and representational competence and underscorethe need for instructional interventions that explicitly scaffoldrepresentational reasoning.</p>","PeriodicalId":94060,"journal":{"name":"JACS Au","volume":"6 8","pages":"4776–4792"},"PeriodicalIF":8.5,"publicationDate":"2026-08-24","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"148810208","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}
{"title":"Oxidative Arene Ring-Opening of Benzylic Alcohols","authors":"Ming-Hui Zhu, Zengrui Cheng, Wen-Jie Shen, Yilei Huang, Zhibin Hu, Shu-Li You, Ning Jiao","doi":"10.1021/jacsau.6c00681","DOIUrl":"https://doi.org/10.1021/jacsau.6c00681","url":null,"abstract":"<p>Arene ring-opening (ARO) reaction via C–C bondcleavageremains a formidable challenge due to the exceptional thermodynamicstability of aromatic frameworks. Inspired by enzymatic lignin degradationin nature, we report an oxidative strategy that enables arene ring-openingof benzylic alcohols under mild conditions. Using hydrogen peroxideas oxidant and 2-nitro-4-(trifluoromethyl)benzeneseleninic acid asthe catalyst, we achieved the efficient conversion of benzylic alcoholsinto muconolactone or muconic acid derivatives, which contain multiplefunctional handles enabling diverse downstream derivatizations. Bothof the exocyclic C–C bonds and the arene ring C–C bondsin benzylic alcohols were cleaved through the present Se-catalytictandem oxidation and rearrangement processes.</p>","PeriodicalId":94060,"journal":{"name":"JACS Au","volume":"6 8","pages":"4572–4581"},"PeriodicalIF":8.5,"publicationDate":"2026-08-24","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"148810362","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":0,"RegionCategory":"","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}