Organic Chemistry Frontiers最新文献

Cobalt-catalyzed regioselective diazidation of 1‑aryl-1,3-dienes enabled by a single electron transfer/radical addition/group transfer relay process

IF 5.4 1区化学

Organic Chemistry Frontiers Pub Date : 2024-12-24 DOI: 10.1039/d4qo02180k

Chifan Zhu, Junju Mai, Xiao-Jing Li, Mingyuan Shi, Xiasen Dong, Huinan Fu, Mei-Hua Shen, Hua-Dong Xu

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Diverse Enantioselective Synthesis of Hetero[7]helicenes via an Organocatalyzed Double Annulation Strategy

IF 5.4 1区化学

Organic Chemistry Frontiers Pub Date : 2024-12-24 DOI: 10.1039/d4qo02188f

Tianren Qin, Wansen Xie, Wei Liu, Xiaoyu Yang

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All-carbon supramolecular complexation of a bilayer molecular nanographene with [60] and [70]fullerenes

IF 5.4 1区化学

Organic Chemistry Frontiers Pub Date : 2024-12-24 DOI: 10.1039/d4qo02071e

Manuel Buendía, Anton J Stasyuk, Salvatore Filippone, Nazario Martín, Miquel Solà

{"title":"All-carbon supramolecular complexation of a bilayer molecular nanographene with [60] and [70]fullerenes","authors":"Manuel Buendía, Anton J Stasyuk, Salvatore Filippone, Nazario Martín, Miquel Solà","doi":"10.1039/d4qo02071e","DOIUrl":"https://doi.org/10.1039/d4qo02071e","url":null,"abstract":"Supramolecular chemistry of carbon-based materials provides a variety of chemical structures with potential applications in materials science and biomedicine. Here, we explore the supramolecular complexation of fullerenes C60 and C70, highlighting the ability of molecular nanographene tweezers to capture these structures. The binding constant for the CNG-1⸧C70 complex was significantly higher than for CNG-1⸧C60, showing a clear selectivity for the more π-extended C70. DFT calculations confirmed these experimental results by showing that the interaction energy of C70 with CNG-1 is more than 5 kcal/mol higher than that of C60. Theoretical calculations predict that the dispersion interaction provides about 58-59% of the total interaction energy, followed by electrostatic attraction with 26% and orbital interactions, which contribute 15-16%. The racemic nanographene tweezers effectively recognize fullerene molecules and hold promise for future applications in chiral molecule recognition.","PeriodicalId":97,"journal":{"name":"Organic Chemistry Frontiers","volume":"1 1","pages":""},"PeriodicalIF":5.4,"publicationDate":"2024-12-24","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142879845","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":1,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

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Amino Alcohol Ligand-enabled Ni-Catalyzed Regio- and Diastereoselective Dearomative Borylalkylation of Indoles

IF 5.4 1区化学

Organic Chemistry Frontiers Pub Date : 2024-12-24 DOI: 10.1039/d4qo02187h

Jiaxin Wang, Xuelong Zhang, Aichen Li, Rui He, Surong Zhang, Xiangyue Li, Lanlan Zhang, Guodong Ju, Chao Wang

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C–H silylation and boronation enabled by alkyne insertion/vinyl to aryl 1,5-palladium migration

IF 5.4 1区化学

Organic Chemistry Frontiers Pub Date : 2024-12-24 DOI: 10.1039/d4qo02224f

Zhendong Cheng, Weiwei Xu, Xuliang Tan, Zhengrui Zhou, Liwei Zhou, Yun Liang, Yuan Yang

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Photoinduced copper-catalyzed three-component alkylarylation of alkenes involving C-S bonds cleavage of sulfonium salts

IF 5.4 1区化学

Organic Chemistry Frontiers Pub Date : 2024-12-23 DOI: 10.1039/d4qo01740d

Hui Chen, Xuan Shang, Nan Jiang, Quan Zhou, Kewen Tang, Long-Jin Zhong, Yu Liu

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Solvent-dependent fluorescence sensing of Cu2+, Hg2+, and CN‒ based on thiosemicarbazone-functionalized pillar[5]arene and its applications in actual water samples and molecular logic gates

IF 5.4 1区化学

Organic Chemistry Frontiers Pub Date : 2024-12-20 DOI: 10.1039/d4qo02001d

Mingkun Yang, Yan Chen, Suoluan Zhou, Chengnuo Hu, Jun Tong Zhang, Yunhan Yang, Li-Juan Yang

{"title":"Solvent-dependent fluorescence sensing of Cu2+, Hg2+, and CN‒ based on thiosemicarbazone-functionalized pillar[5]arene and its applications in actual water samples and molecular logic gates","authors":"Mingkun Yang, Yan Chen, Suoluan Zhou, Chengnuo Hu, Jun Tong Zhang, Yunhan Yang, Li-Juan Yang","doi":"10.1039/d4qo02001d","DOIUrl":"https://doi.org/10.1039/d4qo02001d","url":null,"abstract":"A novel solvent-dependent fluorescent probe P5T based onapillar[5]arene containing a thiosemicarbazone unit has been synthesized. This probe serves as a dual selective fluorescent probe, which can selectively detect Cu2+ and Hg2+ ions in mixed solvent systems of acetonitrile (AN) and dimethyl sulfoxide (DMSO) with water. A significant fluorescence enhancement was observed following adding Cu2+ to the AN/H2O (v/v = 7:3) solution of P5T. The Job′s plot method and the spectrometric titrations indicated a 1:1 stoichiometric ratio between Cu2+ and the P5T probe, with a detection limit as low as 2.70 × 10‒7 M. Obvious fluorescence quenching occurred when Cu2+ or Hg2+ was added to the DMSO/H2O (v/v = 7:3) solution of P5T. The stoichiometric ratio for the P5T with Cu2+ and Hg2+ are 1:1 and 1:2, respectively, with detection limits of 3.70 × 10‒7 M and 1.20 × 10‒7 M. It is noteworthy that the reversibility of the P5T probe in the presence of S2O32‒ enables the construction of an INHIBIT logic gate using Hg2+ and S2O32‒ as inputs, facilitating the rapid and efficient detection of ions in DMSO/H2O (v/v = 7:3) solutions. P5T is a solvent-dependent dual selective fluorescent probe with high sensitivity and strong anti-interference properties. Moreover, applying this method to the analysis of Cu2+ and Hg2+ in natural water samples yielded a relative standard deviation (RSD) of less than 5%. Therefore, the solvent-dependent selective recognition capabilities and molecular logic gate functionalities of the P5T probe provides a novel approach to multiple analytical detections.","PeriodicalId":97,"journal":{"name":"Organic Chemistry Frontiers","volume":"19 1","pages":""},"PeriodicalIF":5.4,"publicationDate":"2024-12-20","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142858133","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":1,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":"","EPubDate":null,"PubModel":null,"JCR":null,"JCRName":null,"Score":null,"Total":0}

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Synthesis and Antibacterial Evaluation of Prenylacridone Alkaloids and Analogues

IF 5.4 1区化学

Organic Chemistry Frontiers Pub Date : 2024-12-20 DOI: 10.1039/d4qo02126f

Shilpi Karmakara, Kousik Maji, Sudeshna Mondal, Semantee Bhattacharya, Jyotirmayee Dash

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Palladium-Catalyzed Decarboxylative Domino Synthesis of Fused Quinolin-2(1H)-one Scaffolds Containing Perfluoroalkyl Unit

IF 5.4 1区化学

Organic Chemistry Frontiers Pub Date : 2024-12-20 DOI: 10.1039/d4qo01970a

Shuwei Li, Linqi Wang, Shangyuan Wang, Jun Ying

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A Persistent Concealed Non-Kekulé Nanographene: Synthesis and in-situ Characterization

IF 5.4 1区化学

Organic Chemistry Frontiers Pub Date : 2024-12-20 DOI: 10.1039/d4qo02019g

Muhammad Imran, Lin Yang, Jinjiang Zhang, Yubin Fu, Zhen-Lin Qiu, Noel Israel, Evgenia Dmitrieva, Gianluca Serra, Andrea Lucotti, Matteo Tommasini, Ji Ma, Xinliang Feng

{"title":"A Persistent Concealed Non-Kekulé Nanographene: Synthesis and in-situ Characterization","authors":"Muhammad Imran, Lin Yang, Jinjiang Zhang, Yubin Fu, Zhen-Lin Qiu, Noel Israel, Evgenia Dmitrieva, Gianluca Serra, Andrea Lucotti, Matteo Tommasini, Ji Ma, Xinliang Feng","doi":"10.1039/d4qo02019g","DOIUrl":"https://doi.org/10.1039/d4qo02019g","url":null,"abstract":"Concealed non-Kekulé (CNK) nanographenes have recently gained attention as promising non-Kekulé model systems due to their distinctive antiferromagnetic electronic spins, which offer potential applications in spintronics and quantum information science. However, synthesizing CNK nanographenes in solution remains a significant challenge because of their strong biradical character and high reactivity. In this study, we report the successful synthesis of a novel CNK nanographene with two phenalene units fused in a cis configuration to perylene (c-CNK), which exhibits persistent stability under ambient conditions, with a half-life (t1/2) of 59 minutes. The formation of the c-CNK is confirmed using in-situ UV-Vis-NIR spectroscopy, Raman spectroscopy, and high-resolution mass spectrometry. The open-shell character of c-CNK is supported by the electron paramagnetic resonance (EPR) spectroscopy by observing an isotropic signal with a g-value of 2.0026. Quantum chemical simulations reveal a high biradical character (y0 = 0.97) and a singlet open-shell ground state with a small singlet-triplet energy gap (ΔES-T) of 0.4 kcal/mol. This work presents a solution synthesis of a next-generation concealed non-Kekulé nanographene with intrinsic antiferromagnetic electronic spins, highlighting its potential as promising material for future quantum technologies.","PeriodicalId":97,"journal":{"name":"Organic Chemistry Frontiers","volume":"75 1","pages":""},"PeriodicalIF":5.4,"publicationDate":"2024-12-20","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142858132","PeriodicalName":null,"FirstCategoryId":null,"ListUrlMain":null,"RegionNum":1,"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