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Asian Journal of Organic Chemistry最新文献

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Magic Blue-Promoted Synthesis of a Highly Planar Tetraphenylbenzidine: Evaluation of Its Fundamental Properties and Unraveling the Intriguing Mechanism for Its Formation 神奇蓝催化合成高平面四苯基联苯胺：对其基本性质的评价及其形成机理的揭示
IF 2.7 4区 化学
Asian Journal of Organic Chemistry Pub Date : 2025-06-13 DOI: 10.1002/ajoc.202500458
Kanata Wada, Dr. Yutaro Kuramoto, Dr. Takuya Ogaki, Takuma Sakata, Prof. Dr. Yasunori Matsui, Prof. Dr. Keiji Okada, Dr. Hiroyasu Sato, Prof. Dr. Hiroshi Ikeda
{"title":"Magic Blue-Promoted Synthesis of a Highly Planar Tetraphenylbenzidine: Evaluation of Its Fundamental Properties and Unraveling the Intriguing Mechanism for Its Formation","authors":"Kanata Wada,&nbsp;Dr. Yutaro Kuramoto,&nbsp;Dr. Takuya Ogaki,&nbsp;Takuma Sakata,&nbsp;Prof. Dr. Yasunori Matsui,&nbsp;Prof. Dr. Keiji Okada,&nbsp;Dr. Hiroyasu Sato,&nbsp;Prof. Dr. Hiroshi Ikeda","doi":"10.1002/ajoc.202500458","DOIUrl":"10.1002/ajoc.202500458","url":null,"abstract":"<p>Magic blue [<b>MB</b>, (<i>p</i>-BrC<sub>6</sub>H<sub>4</sub>)<sub>3</sub>N<sup>•+</sup>SbCl<sub>6</sub><sup>−</sup>]-promoted oxidation of the tetracyclodecane derivative <b><i>mm-</i>1</b> containing two triphenylamine (<b>TPA</b>) moieties and subsequent reduction using triethylamine results in formation of the uncharged pentacyclic product <b>4</b> that possesses a novel, cage-framework-constrained tetraphenylbenzidine (<b>TPB</b>) moiety. This process follows an electron-transfer mechanism involving formation of the intermediate radical cation <b>4<sup>•+</sup></b> through intramolecular aryl coupling of a di(radical cation) <b><i>mm-</i>1<sup>2(•+)</sup></b>. The <b>TPB</b> biphenyl type conjugated moiety in <b>4</b> is highly planar. Moreover, <b>4</b> has a higher energy HOMO and greater electrochemical stability than does the parent <b>TPB</b>. Notably, because it undergoes a fully reversible two-step–two-electron oxidation–reduction reaction, <b>4</b> is an ideal electron donor for use in electronic devices. Finally, conversion of <b>4<sup>•+</sup></b> to the corresponding dication <b>4<sup>2+</sup></b> by SbCl<sub>6</sub><sup>–</sup>-promoted “auto”oxidation is described.</p>","PeriodicalId":130,"journal":{"name":"Asian Journal of Organic Chemistry","volume":"14 8","pages":""},"PeriodicalIF":2.7,"publicationDate":"2025-06-13","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144833213","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
One-Pot Tandem Alkylsulfonylation/Cyclization of Unactivated Alkenes to Construct Alkylsulfonyl-Containing Polycyclic Quinazolinones Under Photocatalysis 光催化下非活化烯烃单锅串联烷基磺酰化/环化制备含烷基磺酰多环喹唑啉酮
IF 2.7 4区 化学
Asian Journal of Organic Chemistry Pub Date : 2025-06-13 DOI: 10.1002/ajoc.202500341
Rong Huang, Prof. Zhen Yao, Jing Guan, Bowen Pan, Yang Shi, Huabin Wang, Xiongwei Liu, Prof. Ying Zhou, Lijin Xu
{"title":"One-Pot Tandem Alkylsulfonylation/Cyclization of Unactivated Alkenes to Construct Alkylsulfonyl-Containing Polycyclic Quinazolinones Under Photocatalysis","authors":"Rong Huang,&nbsp;Prof. Zhen Yao,&nbsp;Jing Guan,&nbsp;Bowen Pan,&nbsp;Yang Shi,&nbsp;Huabin Wang,&nbsp;Xiongwei Liu,&nbsp;Prof. Ying Zhou,&nbsp;Lijin Xu","doi":"10.1002/ajoc.202500341","DOIUrl":"10.1002/ajoc.202500341","url":null,"abstract":"<p>Visible-light photoredox-catalyzed one-pot tandem alkylsulfonylation/cyclization of unactivated alkenes to construct alkylsulfonyl-containing polycyclic quinazolinones from 4-alkyl Hantzsch esters, DABCO(SO<sub>2</sub>)<sub>2</sub> and N-alkene-tethered quinazolinones has been accomplished. This mild transformation accommodates diversely decorated substrates, affords the target products in 69–90% yields, and can be readily scaled up. The efficacy of the current catalysis arises from the use of tetrabutylammonium decatungstate as the photocatalyst and cheap K<sub>2</sub>S<sub>2</sub>O<sub>8</sub> as the oxidant.</p>","PeriodicalId":130,"journal":{"name":"Asian Journal of Organic Chemistry","volume":"14 8","pages":""},"PeriodicalIF":2.7,"publicationDate":"2025-06-13","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144833214","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
Synthesis of Oligo(Triarylphosphine Sulfide)s for Stabilizing Pd Nanoparticles and Modulating Selective Semihydrogenation of Terminal Aryl Alkynes 稳定钯纳米粒子的低聚（三芳基膦硫醚）的合成及调控末端芳基炔选择性半氢化反应
IF 2.7 4区 化学
Asian Journal of Organic Chemistry Pub Date : 2025-06-10 DOI: 10.1002/ajoc.202500361
Hidetoshi Ohta, Hiroki Goda, Hajime Fujinaga, Yuta Suenaga, Keisuke Kanbara, Aya Tazawa, Go Hamasaka, Yasuhiro Uozumi, Minoru Hayashi
{"title":"Synthesis of Oligo(Triarylphosphine Sulfide)s for Stabilizing Pd Nanoparticles and Modulating Selective Semihydrogenation of Terminal Aryl Alkynes","authors":"Hidetoshi Ohta,&nbsp;Hiroki Goda,&nbsp;Hajime Fujinaga,&nbsp;Yuta Suenaga,&nbsp;Keisuke Kanbara,&nbsp;Aya Tazawa,&nbsp;Go Hamasaka,&nbsp;Yasuhiro Uozumi,&nbsp;Minoru Hayashi","doi":"10.1002/ajoc.202500361","DOIUrl":"10.1002/ajoc.202500361","url":null,"abstract":"<p>In the development of high-performance metal nanoparticle (NP) catalysts, the exploration of new classes of multidentate organic stabilizers is crucial. Herein, we report the synthesis of a series of structurally diverse oligo(triarylphosphine sulfide)s via the Pd-catalyzed P–C cross-coupling reactions of hydroxymethylphosphine sulfide derivatives with aryl halides. The oligomers were employed as stabilizing agents for Pd NP catalysts. These catalysts were characterized by TEM, EDS, and ICP-MS analyses to determine the average Pd particle size and the constituent elements on the catalyst. We evaluated their catalytic activity in the semihydrogenation of phenylacetylene to styrene in EtOH at 70 °C for 3 h under atmospheric pressure of H<sub>2</sub> with a catalyst loading of 0.5 mol% Pd. It was revealed that Pd NPs stabilized with oligo(triarylphosphine sulfide)s, featuring a high number of coordination sites and a combination of <i>p</i>-phenylene and <i>m</i>-phenylene linkers, exhibited high selectivity for styrene and low Pd leaching.</p>","PeriodicalId":130,"journal":{"name":"Asian Journal of Organic Chemistry","volume":"14 8","pages":""},"PeriodicalIF":2.7,"publicationDate":"2025-06-10","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144832674","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
Thianthrene-Based Thiapillar[6]Arene Derivatives: Design, Synthesis, and Characterization 基于噻吩的硫柱[6]芳烃衍生物：设计、合成和表征
IF 2.7 4区 化学
Asian Journal of Organic Chemistry Pub Date : 2025-06-10 DOI: 10.1002/ajoc.202500509
Masafumi Ueda, Moe Isozaki, Nozomi Inose, Yasuhiro Mazaki, Masashi Hasegawa
{"title":"Thianthrene-Based Thiapillar[6]Arene Derivatives: Design, Synthesis, and Characterization","authors":"Masafumi Ueda,&nbsp;Moe Isozaki,&nbsp;Nozomi Inose,&nbsp;Yasuhiro Mazaki,&nbsp;Masashi Hasegawa","doi":"10.1002/ajoc.202500509","DOIUrl":"10.1002/ajoc.202500509","url":null,"abstract":"<p>Thiapillar[6]arene is a π-electron macrocyclic system with a benzene ring bridged at the 1,4-positions by a sulfur atom to form a hexagonal structure. Further sulfur atoms can be bridged into the molecules of this scaffold to form thianthrene moieties inside the skeleton. This promotes rigidity because of the double bridging, the molecular skeleton is distorted while maintaining the hexagonal structure, and the derivatives begin to show redox and photoluminescence behavior derived from the formed thianthrene. In this study, macrocyclic molecules <b>I</b>–<b>IV,</b> incorporating one to three thianthrene moieties in the thiapillar[6]arene skeleton, were successfully synthesized via a bottom-up approach, and their molecular structures, molecular tiling, unique redox behavior, fluorescence, and phosphorescence properties were elucidated.</p>","PeriodicalId":130,"journal":{"name":"Asian Journal of Organic Chemistry","volume":"14 8","pages":""},"PeriodicalIF":2.7,"publicationDate":"2025-06-10","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144832699","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
Exploiting 3-Methyleneisoindolinones as In Situ Generated Reactive Intermediates in the Synthesis of Tetrasubstituted Carbon Center 利用3-亚甲基异吲哚酮作为原位反应中间体合成四取代碳中心
IF 2.7 4区 化学
Asian Journal of Organic Chemistry Pub Date : 2025-06-10 DOI: 10.1002/ajoc.202500562
Arben Beriša, Filip Duplić, Marko Purić, Matija Gredičak, Nikola Topolovčan
{"title":"Exploiting 3-Methyleneisoindolinones as In Situ Generated Reactive Intermediates in the Synthesis of Tetrasubstituted Carbon Center","authors":"Arben Beriša,&nbsp;Filip Duplić,&nbsp;Marko Purić,&nbsp;Matija Gredičak,&nbsp;Nikola Topolovčan","doi":"10.1002/ajoc.202500562","DOIUrl":"10.1002/ajoc.202500562","url":null,"abstract":"<p>In this study, we describe the operationally simple construction of a tetrasubstituted carbon center utilizing in situ formation of 3-methyleneisoindolinones as reactive intermediates. An acid-catalyzed Meyer–Schuster rearrangement of isoindolinone-based propargylic alcohols followed by an intermolecular Friedel–Crafts alkylation assembles the 3,3-disubstituted isoindolinones, an important architectural motif found in numerous biologically active compounds. Highly inert to structural changes in building blocks, this robust transformation allows the quick build-up of a library of compounds with an embedded isoindolinone core. In addition, the in situ formation of the activated intermediate allows a selective installation of various structural characteristics\u0000.</p>","PeriodicalId":130,"journal":{"name":"Asian Journal of Organic Chemistry","volume":"14 8","pages":""},"PeriodicalIF":2.7,"publicationDate":"2025-06-10","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://aces.onlinelibrary.wiley.com/doi/epdf/10.1002/ajoc.202500562","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144832675","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
Transition Metal-Free Synthesis of 3-Aryl-4-Cyano Isocoumarin Derivatives with 2-Cyanomethyl Aroyl Fluorides and Their Applications 3-芳基-4-氰基异香豆素衍生物的无过渡金属合成及其应用
IF 2.7 4区 化学
Asian Journal of Organic Chemistry Pub Date : 2025-06-10 DOI: 10.1002/ajoc.202500230
Serin Hong, Jeong Min Bak, Associate Prof. Hee Nam Lim, Associate Prof. Inji Shin
{"title":"Transition Metal-Free Synthesis of 3-Aryl-4-Cyano Isocoumarin Derivatives with 2-Cyanomethyl Aroyl Fluorides and Their Applications","authors":"Serin Hong,&nbsp;Jeong Min Bak,&nbsp;Associate Prof. Hee Nam Lim,&nbsp;Associate Prof. Inji Shin","doi":"10.1002/ajoc.202500230","DOIUrl":"10.1002/ajoc.202500230","url":null,"abstract":"<p>We demonstrated a sequential synthetic approach to prepare 3-aryl-4-cyano isocoumarins using 2-cyanomethyl aroyl fluorides as starting materials. The reaction was initiated by deprotonation of the cyanomethyl group with Hünig's base, followed by acyl substitution and intramolecular cyclization, which provided the expected isocoumarin derivative in excellent to moderate yields. To expand the utility of the obtained isocoumarins, further transformations were investigated, including the conversion of isocoumarins into isoquinolinones under a simple, one-step reaction. Our methodology enables the efficient synthesis of 3-aryl-4-cyano isocoumarins, which are structurally related to scaffolds of interest in medicinal chemistry and biological studies.</p>","PeriodicalId":130,"journal":{"name":"Asian Journal of Organic Chemistry","volume":"14 8","pages":""},"PeriodicalIF":2.7,"publicationDate":"2025-06-10","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144832805","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
Organophotoredox-Catalyzed CDC Reactions for the Synthesis of Diverse Heterocycles via C─N and C─O Bond Formation under Visible Light Irradiation 可见光下通过C─N和C─O键形成有机光氧化还原催化的CDC反应合成多种杂环
IF 2.7 4区 化学
Asian Journal of Organic Chemistry Pub Date : 2025-06-10 DOI: 10.1002/ajoc.202500404
Elavarasan Selvaraj, Purushothaman Thulasidaran, Subramaniyan Mannathan, Baburaj Baskar
{"title":"Organophotoredox-Catalyzed CDC Reactions for the Synthesis of Diverse Heterocycles via C─N and C─O Bond Formation under Visible Light Irradiation","authors":"Elavarasan Selvaraj,&nbsp;Purushothaman Thulasidaran,&nbsp;Subramaniyan Mannathan,&nbsp;Baburaj Baskar","doi":"10.1002/ajoc.202500404","DOIUrl":"10.1002/ajoc.202500404","url":null,"abstract":"<p>An efficient construction of C═N and C─O bonds by the metal-free organophotoredox catalyzed intramolecular cross-dehydrogenative coupling of tertiary amines with amides, amines, and acids as nucleophiles is described. A series of 12,13-dihydro-6<i>H</i>-isoquinolino[2,1-a]quinazolin-6-one, 5,6-dihydrobenzo[4,5]imidazo [2,1-<i>a</i>]isoquinoline, and 4b,13-dihydro-6<i>H</i>,12<i>H</i>-benzo[4,5] [1,3]oxazino[2,3-a]isoquinolin-6-one derivatives were prepared in good to excellent yields. All the transformations proceeded smoothly under an oxygen atmosphere, serving as a clean oxidant. Moreover, the current approach was extended for the synthesis of the biologically active natural product, rutaecarpine.</p>","PeriodicalId":130,"journal":{"name":"Asian Journal of Organic Chemistry","volume":"14 8","pages":""},"PeriodicalIF":2.7,"publicationDate":"2025-06-10","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144832673","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
Progress on Glycosidation via Radical Strategy 根治性糖苷化研究进展
IF 2.7 4区 化学
Asian Journal of Organic Chemistry Pub Date : 2025-06-07 DOI: 10.1002/ajoc.202500218
Wen Tian, Boheng Wan, Qin Yuan, Guangyu Wang, Shulin Fan, Jie Feng, Yong Zhu, Ding Du
{"title":"Progress on Glycosidation via Radical Strategy","authors":"Wen Tian,&nbsp;Boheng Wan,&nbsp;Qin Yuan,&nbsp;Guangyu Wang,&nbsp;Shulin Fan,&nbsp;Jie Feng,&nbsp;Yong Zhu,&nbsp;Ding Du","doi":"10.1002/ajoc.202500218","DOIUrl":"10.1002/ajoc.202500218","url":null,"abstract":"<p>Glycosyl compounds are not only essential for life but also play a significant role in various fields, including medicinal chemistry, materials chemistry, and the food industry. In recent years, radical-mediated glycosylation pathways have emerged as a transformative strategy addressing the inherent limitations of classical ionic glycosylation methods, particularly their constrained substrate compatibility and compromised stereochemical fidelity. Thus, this article summarizes the advances in glycosylation reactions that follow the radical pathway and classifies these reactions according to the different classes of glycosyl radical precursors.</p>","PeriodicalId":130,"journal":{"name":"Asian Journal of Organic Chemistry","volume":"14 8","pages":""},"PeriodicalIF":2.7,"publicationDate":"2025-06-07","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144832844","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
The Application of Hangman Fe(IV) Corrole in the Baeyer–Villiger Oxidation Reaction Hangman Fe（IV）助剂在bayer - villiger氧化反应中的应用
IF 2.7 4区 化学
Asian Journal of Organic Chemistry Pub Date : 2025-06-07 DOI: 10.1002/ajoc.202500030
Yi-Feng Qiu, Xu-You Cao, Feng Li, Guo-Chao Liang, Dr. Hao Zhang, Prof. Fu-Rong Wang, Prof. Hai Yang Liu
{"title":"The Application of Hangman Fe(IV) Corrole in the Baeyer–Villiger Oxidation Reaction","authors":"Yi-Feng Qiu,&nbsp;Xu-You Cao,&nbsp;Feng Li,&nbsp;Guo-Chao Liang,&nbsp;Dr. Hao Zhang,&nbsp;Prof. Fu-Rong Wang,&nbsp;Prof. Hai Yang Liu","doi":"10.1002/ajoc.202500030","DOIUrl":"10.1002/ajoc.202500030","url":null,"abstract":"<p>A series of new hangman iron corroles with different electronic structure and pending aldehyde group were prepared and used as catalyst in Baeyer–Villiger (B–V) oxidation reactions. The results show that hangman iron corroles exhibit faster reaction rates and higher ε-caprolactone yields as compared to triaryl iron 5,10,15-tri(pentafluorophenyl) corrole (Fe(tpfc)Cl). With the increase in the electron-withdrawing ability of the meso-position substituents of hangman iron corrole, the yield of caprolactone also increases. Under optimal conditions, the best hangman iron corrole bearing two pentafluorophenyl groups (FePXC) may give a yield of 97% at only 0.07 mol% catalyst loading. The turnover number (TON) of the FePXC catalyst could be up to 2100 in a gram-scale test of oxidation of cyclohexanone. This work demonstrates the good potential of hangman corroles in B–V oxidation.</p>","PeriodicalId":130,"journal":{"name":"Asian Journal of Organic Chemistry","volume":"14 8","pages":""},"PeriodicalIF":2.7,"publicationDate":"2025-06-07","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144832804","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
BOPHY Dyes Bearing Arylsulfenyl Moieties as Highly Efficient Triplet Photosensitizers 含芳基亚砜基部分的BOPHY染料作为高效三重态光敏剂
IF 2.7 4区 化学
Asian Journal of Organic Chemistry Pub Date : 2025-06-07 DOI: 10.1002/ajoc.202500224
Julieth Bellaizac-Riascos, Alejandro Cortés-Villena, Raquel E. Galian, Julia Pérez-Prieto, M. Consuelo Jiménez, Raúl Pérez-Ruiz
{"title":"BOPHY Dyes Bearing Arylsulfenyl Moieties as Highly Efficient Triplet Photosensitizers","authors":"Julieth Bellaizac-Riascos,&nbsp;Alejandro Cortés-Villena,&nbsp;Raquel E. Galian,&nbsp;Julia Pérez-Prieto,&nbsp;M. Consuelo Jiménez,&nbsp;Raúl Pérez-Ruiz","doi":"10.1002/ajoc.202500224","DOIUrl":"10.1002/ajoc.202500224","url":null,"abstract":"<p>Encouraged by the successful application of BOPHY dyes in a wide range of scientific fields, from energy to biology, the design of novel compounds based on this type of scaffold appears to be warranted. Herein, we have synthesized a family of symmetric BOPHY dyes bearing arylsulfenyl groups at the 2- and 7-position of the main core, which were fully characterized. The molecular structures were confirmed by the X-ray diffraction (XRD) technique. The photophysical properties were investigated in detail, including spectroscopic measurements and laser flash photolysis experiments. Both the singlet and the triplet excited states of the novel BOPHY dyes were characterized in different solvents. Considering their intersystem crossing quantum yields, these dyes were found to be suitable triplet photosensitizers in bimolecular systems for photon upconversion based on triplet-triplet annihilation. Furthermore, not only direct but also indirect experiments revealed that they effectively acted as photosensitizers for singlet oxygen generation, making them potential candidates for biological applications.</p>","PeriodicalId":130,"journal":{"name":"Asian Journal of Organic Chemistry","volume":"14 8","pages":""},"PeriodicalIF":2.7,"publicationDate":"2025-06-07","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://aces.onlinelibrary.wiley.com/doi/epdf/10.1002/ajoc.202500224","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"144832803","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
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