PHOTOCAT24: The Best of the First Edition DOI
Katy Medrano‐Uribe, Sara Cuadros, José J. Garrido‐González

и другие.

European Journal of Organic Chemistry, Год журнала: 2024, Номер unknown

Опубликована: Дек. 18, 2024

With more than 185 attendees, PHOTOCAT24 has been a real success. The photochemical community is vital and vibrant, as the young researchers that have attending conference. help of light, we can perform unique transformations…and are sure there will be even to discover discuss in future edition. PHOTOCAT "School Photochemistry: from Photocatalysis Photobiology", summer school dedicated captivating world photochemistry, was born pressing need for an event would serve melting pot PhD students, postdocs, every corner globe. Two years effort by scientific committee (Prof. Luca Dell'Amico, Prof. Shoubhik Das, René Königs, Bartholomäus Pieber, Marcos Suero, Olalla Vázquez) organizing (Sara Cuadros, José Garrido, Giulio Goti, Daniele Mazzarella, Katy Medrano) culminated realization inaugural edition June 2024. sponsored supported Elsevier, Thieme, European Journal Organic Chemistry (EurJOC), Chemical Science (ChemSci), Communications (ChemComm), Society (EuChemS), Società Chimica Italiana (SCI), Institute Technology Austria (ISTA), Real Sociedad Española de Química (RSEQ), Gesellschaft Deutscher Chemiker (GDCh), Österreichischer (GöCH). "It took about two organize event; started selecting speakers venue arranging time such way participants, well speakers, science but also live city its beauty. Time think on new reactivity refresh their minds with art culture… Food wines part our cultural background, decided take very care these aspects", Dell'Amico said. place Padova, renowned home one world's oldest universities (founded 1222), which served perfect venue. welcomed all guests shared general information this developing project. featured participation 16 plenary 10 oral communications selected professors (Davide Audisio, Joshua-Philip Barham, Guillaume Dagousset, Sara Filgueira, Dana Králová, Manuel Plaza, Yuman Qin, Anna F. Tiefel, Songwei Wen, Juntao Ye). In first edition, participants 20 countries representing five continents attended school. Following compelling introduction chair PHOTOCAT24, Erick Carreira captivated audience his lecture Sunday, 2nd. He began summarizing remarkable work achieved group functionalization olefins, emphasizing groundbreaking contributions cobalt-based catalysis.1 Building essential contributions, he highlighted latest developments leverage photocatalytic tools within Co-catalyzed protocols. Notably, innovative strategy successfully applied photo-semipinacol rearrangement utilizing unactivated allylic alcohols, synthesis heterocycles through cycloisomerization olefins.2, 3 These advancements not only showcase potential methods pave breakthroughs synthetic chemistry. Up next, Burkhard König delivered engaging presentation titled "Better Synthesis Light," showcasing research photocatalysis at oil-water interface. emphasized how approach streamlines coupling reactions water, effectively substrates varying electron affinities.4 then revealed findings regarding formation diverse carbanion intermediates, highlighting superbasic anions generated reductive radical-polar crossover (RRPCO) process α-amino type.5 highly reactive intermediates possess capability deprotonate common polar solvents like acetonitrile, dimethyl sulfoxide, N,N-dimethylformamide, thus opening avenues novel organic transformations. second day talk Leonori. some most significant discoveries, use amine-borane reagents generation boryl radicals. enables borylation unusual selectivities halogen-atom transfer reagents.6 Then, introduced nitroarenes photo-responsive ozone surrogates undergo [3+2] cycloaddition alkenes.7 This selective conversion double bonds into carbonyl compounds when several sites present substrates. Steric effects play key role driving selectivity oxidative cleavage. next speaker Ryan Gilmour, who discussing focused discovering strategies enable alkene isomerization mediated energy processes. showed alkenyl boronates presence thioxanthone photosensitizer convenient access bioactive polyenes.8 Finally, discussed deracemization cyclopropanes enabled Al-salen catalyst acts both photocatalyst grants chiral environment process.9 After lunch, it Corinna Schindler's turn. She enlightened discussion chemistry azetidines photocycloadditions. exciting journey her discoveries aza Paterno-Büchi reaction using unexplored imine substrates, facilitate control modulation reactivity. part, Schindler pioneering 2019, she reported oximes moieties.10 symmetric 2,3,4-trisubstituted specific N-substituted nitro derivatives used alternative trinitrotoluene arose thought-provoking discussion.11 Dorota Gryko final day, focusing sustainable vitamin B12 photocatalyst. explained cobalester derivative, synthesized 2014, improved solubility properties B12.12 Specifically, compound's activity homocoupling benzyl bromide. During presentation, powerful combination Co Ni catalysis epoxides aryl halides.13 On third Rentmeister gave "Harnessing light activate mRNA translation". RosettaMatch application regulate light-dependent 5′ cap guanine-N7 methyltransferase.14 They designed, synthesized, characterized four variants demonstrated importance informatics cooperation experimental characterization create enzymes. technique utilizes analogues called FlashCaps, contain photo-cleavable group.15 Under irradiation conditions, FlashCaps release native without affecting cell viability translation process. Andrey Klymchenko fluorescence molecular probes applications sensing imaging biomembranes.16 provided perspective relationship between biology biology. design cyanine-based dyes low-affinity membrane anchor. moiety achieve efficient plasma labelling. Moreover, "barcoding" different colour codes variation ratio dyes.17 Before lunch break, Gasser us photodynamic therapy. His made development metal-based photosensitizers target various cancer lines. slogan "Can do better?" progression initial reports synthesizing studying Ru(II)-based Os(II)-based derivatives.18, 19 deliberate structural changes achieving exceptional performance continued explore integration photochemistry modern technologies. Timothy Noël effectiveness combining photoredox flow chemistry, especially field hydrogen atom (HAT).20, 21 Furthermore, automate robotic platform RoboChem, optimization scaling up photoreactions, C(sp2)−C(sp3) cross-electrophile trifluoromethylation reactions.22 addition, recent discovery audience: plan develop 3D-printed photoreactors.23 initiative aims make technology accessible easier use. cost-effective reactors designed multiple objectives, including enhancing energy-efficient batch processes, facilitating transition flow, enabling high reproducibility. Oliver Wenger presented patterns governing cage escape factor radical species. study complexes: Ru(II) Cr(III) photocatalysts.24 correlation quantum yields yield aliphatic aromatic amine donors sizes halogen atoms. closing excited state super reductants.25 significance pre-association pathway species crucial controlling photoreactivity. Kirsten Zeitler day. talk, exposed ideas rational IPN-based photocatalysts. Her involved analyzing redox potentials resulting size electronic donor moieties weakening acceptor strength.26 Additionally, NHC catalysis, crossed-acyloin reactions, products ketones photoreduction C−O bond.27, 28 demonstration photocatalysts audience. fifth Paolo Melchiorre, photoactivity organocatalytic intermediates. enamines iminium ions implemented donor-acceptor complex formation, direct photoexcitation, or merger photocatalysis, catalytic functions asymmetric domain.29 Subsequently, described results under biocatalytic conditions.30 metal-free cross-coupling HAT catalysis.31 Cristina Nevado led chemical transformations employing Truce-Smiles rearrangement. were disseminated studies carried out Nevado's utilization arylsulfinylamides obtain optically pure pharmaceutical motifs. modification, sulfonyl-based auxiliary structure, whereas steric factors dictate product's diastereoselectivity.32 learned type rearrangement: sulfinyl-smiles variant. research, discovered remote C(sp3)−H arylation.33 transformation occurs stereocontrolled migration. Ritter inspiring reactions. It safer production diazonium thiosulfate dihalocuprates.34 Even if main does involve highlights reinventing old methodologies technologies procedures replace hazardous reagents. C−H via thianthrenation persistent radical.35 Interestingly, thianthrenium salts obtained modifications example versatile Davide Bonifazi polycyclic hydrocarbons (PAH).36 theoretical study, optical gap PAH due heteroatom doping patterns. For purpose, they analyzed oxygen-based analogue anthanthrene, also, molecule, replaced C−C C−N, C−S,37 C−Se bonds. Their molecules exhibited interesting behavior. example, observed bathochromic effect nitrogen placed electron-rich positions anthanthrene-type core. affect solid state. last activities changed "Aula Nasini" Department Sciences University Padova. emblematic built 1912, honor Italian chemist Rafaello Nasini, whose research. Here, enjoyed talks sponsors, Elsevier Nature Chem. one, Dr. Giulia Moncelsi talked impressive Reaxys potentiate substances considering largest physicochemical, toxicology, bioactivity data retrosynthetic options artificial intelligence. Katherine Geogheghan details must consider publishing journals, specifically Chemistry. critical aspects writing, submission, editorial, publication topics given participant's knowledge steps research: i) search reactivities, ii) broad ceremony, prizes best poster SYNFACTS, EurJOC, ChemComm, ChemSci. We happy see award winners came around world: Álvaro Maqueda (University Oviedo, Spain), Alberto Luridiana Cagliari, Italy), Laura Kqiki (Institute Research Catalonia, Catia Nicoletti Sparascio Parma, Daniel Bím Biochemistry CAS, Czech Republic). At end six days, fantastic inspired continue searching horizons closed words attendees' extraordinary (Figure 1) committee's hard 2). Group picture PHOTOCAT24's organisers. Part staff PHOTOCAT24. school, immersed themselves atmosphere filled ranging photobiology. true highlight dynamic exchanges among postdoctoral during sessions. Photobiology" concluded hopes event, scheduled (at moment) secret location. PHOTOCAT26 promises recreate vibrant passionate photochemistry. certainly holds many surprises opportunities expanding domain. As committee, express gratitude national societies (a special mention SCI – Italiana) EuChemS, support commitment making great organizers following confident project strengthen over years, contributing shaping generations chemists…who light! authors extremely grateful sponsors ChemSci prizes. L.D. acknowledges financial Padova organization event. Ministero dell'Università (MUR, C93C22007660006, K.M.U., C93C22007640006, G.G.), Fondazione Cariparo (Starting Package C93C22008360007, K.M.U.), Marie Skłodowska-Curie Actions (SupraPhoCat, number: 101108382, J.J.G.G.), Council (ERC-Starting Grant 2021 SYNPHOCAT 101040025, S.C., D.M., L.D.). declare no conflict interest.

Язык: Английский

Light-promoted aromatic denitrative chlorination DOI
Tiantian Liang, Zhen Lyu, Ye Wang

и другие.

Nature Chemistry, Год журнала: 2025, Номер unknown

Опубликована: Янв. 20, 2025

Язык: Английский

Процитировано

4

Cu-Catalyzed Synthesis of Symmetric Diarylamines from Organoboronic Acids Using NaNO2 as the Amino Source DOI
Daming Liu,

Hui You,

Shuo Zhang

и другие.

The Journal of Organic Chemistry, Год журнала: 2025, Номер unknown

Опубликована: Март 7, 2025

A copper-catalyzed novel synthesis of symmetric diarylamines was achieved from aryl boronic acids and NaNO2. This protocol employs as the commercially available arylation reagents sodium nitrite (NaNO2) cheap, stable, solid amino source. Under a simple ligand- base-free copper catalytic system (CuCl sole catalyst), wide range could be obtained in moderate to good yields. Notably, use Na15NO2 produce 15N-labeled diarylamines, which would otherwise difficult prepare by known methods.

Язык: Английский

Процитировано

0

Mechanochemical Nitration Studies of Aminotriazole Compounds DOI
Jie Zhou, Yang Zhao, Jiaheng Wang

и другие.

Langmuir, Год журнала: 2025, Номер unknown

Опубликована: Апрель 30, 2025

In order to promote the green development of nitration process energy-containing materials and reduce environmental pollution resource waste caused by traditional reaction. We used a solvent-free mechanochemical reaction nitrify 3-amino-1,2,4-triazole 3,5-diamino-1,2,4-triazole successfully obtained 3-nitro-1,2,4-triazole 3,5-dinitro-1,2,4-triazole using sodium nitrite molybdenum trioxide as catalysts. Several parameters affecting were explored, structures products analyzed combining Gaussian, Multiwfn, other computational software; also, single crystals salt cultivated for their crystal structure surface properties, copper lead salts reacting with metal salts. The present work provides new idea materials.

Язык: Английский

Процитировано

0

Iron-Mediated Nitrate Reduction at Ambient Temperature for Deaminative Sulfonylation and Fluorination of Anilines DOI Creative Commons
Tim Schulte, Deepak Behera, Davide Carboni

и другие.

Journal of the American Chemical Society, Год журнала: 2025, Номер unknown

Опубликована: Май 9, 2025

Preparation of arylsulfonic acids and derivatives can be achieved under mild conditions from aryldiazonium salts, although conventional methods often require isolation or accumulation these potentially hazardous intermediates. Herein, we present that iron nitrate reduction at 25 °C enables the in situ generation diazonium which allows direct deaminative chlorosulfonylation fluorination anilines via salts as fleeting Other sulfonic acid derivatives, such sulfonamides, sulfonyl fluorides, acids, are readily accessible this method.

Язык: Английский

Процитировано

0

Denitrative Iodination of Nitroarenes via Light-Promoted Reduction DOI
Ye Wang, Wenyan Zhao,

Dongcheng Zheng

и другие.

Organic Letters, Год журнала: 2025, Номер unknown

Опубликована: Май 12, 2025

Aryl iodides are essential synthons in organic synthesis, whose conventional preparations often suffer from poor selectivity or necessitate multistep procedures. Herein, we present a light-driven denitrative iodination as one-step approach that directly converts nitroarenes to iodoarenes under mild and transition-metal-free conditions. This streamlined method operates the absence of strong Brønsted acids, ensuring broad functional group tolerance, including esters, cyano groups, halides, heterocycles, while also offering operational simplicity scalability.

Язык: Английский

Процитировано

0

Synthetic strategies for oxyanion reduction: Metal-based insights and innovations DOI
Jewelianna M. Moore, Alison R. Fout

Coordination Chemistry Reviews, Год журнала: 2025, Номер 541, С. 216692 - 216692

Опубликована: Май 21, 2025

Язык: Английский

Процитировано

0

Precision Propargylic Substitution Reaction: Pd-Catalyzed Suzuki–Miyaura Coupling of Nonactivated Propargylamines with Boronic Acids DOI
Yan Sun, Tao Zhao, Haixiang Wang

и другие.

The Journal of Organic Chemistry, Год журнала: 2024, Номер unknown

Опубликована: Авг. 31, 2024

Palladium-catalyzed Suzuki–Miyaura cross-coupling is an efficient approach for C–C bond construction. Here we report a deaminative reaction to achieve chemo- and regioselectivity in the of nonactivated propargylamines with boronic acids, which methyl propiolate introduced promote cleavage C–N form bond. This method features wide range substrates, good functional group tolerance, ease operation, providing alternative accessing valuable propargylated aromatic compounds.

Язык: Английский

Процитировано

2

Exogenous Photocatalyst-Free Aryl Radical Generation from Diaryliodonium Salts and use in Metal-Catalyzed C–H Arylation DOI Creative Commons
Jonathan Galicia, Nicholas McDonald,

Christopher Bennett

и другие.

Опубликована: Май 15, 2024

We demonstrate 1) that halogen bonding is not critical for enabling light-driven radical generation from diaryliodonium salts and 2) radi-cals generated by this route can be captured transition-metals C–H arylation reactions. These results are the first step toward devel-oping new metal-catalyzed aryl couplings without exogenous photocatalysts.

Язык: Английский

Процитировано

1

Exogenous Photocatalyst-Free Aryl Radical Generation from Diaryliodonium Salts and use in Metal-Catalyzed C–H Arylation DOI
Jonathan Galicia, Nicholas McDonald,

Christopher Bennett

и другие.

Chemical Communications, Год журнала: 2024, Номер 60(54), С. 6929 - 6932

Опубликована: Янв. 1, 2024

We demonstrate (1) detectable halogen bonding is not critical for enabling light-driven radical generation from diaryliodonium salts and (2) radicals generated by this route can be captured transition-metals C-H arylation reactions. These results are the first step toward developing new metal-catalyzed aryl couplings without exogenous photocatalysts.

Язык: Английский

Процитировано

1

Mechanochemical Radical Transformations in Organic Synthesis DOI

Jon Sperry,

Sahra Sheikhaleslami

Chemistry - A European Journal, Год журнала: 2024, Номер unknown

Опубликована: Окт. 22, 2024

Abstract Organic synthesis has historically relied on solution‐phase, polar transformations to forge new bonds. However, this paradigm is evolving, propelled by the rapid evolution of radical chemistry. Additionally, organic witnessing a simultaneous resurgence in mechanochemistry, formation bonds solid‐state, further contributing shift status quo. The aforementioned advances chemistry have predominantly occurred solution phase, while majority mechanochemical feature transformations. Herein, we discuss rapidly advancing area synthesis: reactions. Solid‐state reactions offer improved green metrics, better reaction outcomes, and access intermediates products that are difficult or impossible reach solution. This review explores these context small molecule synthesis, from early findings current state‐of‐the‐art, underscoring pivotal role solid‐state likely play sustainable chemical synthesis.

Язык: Английский

Процитировано

1