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Organic and Non-Precious Metal Photosensitizers for Photocatalytic CO2 Reduction 用于光催化二氧化碳还原的有机和非贵金属光敏剂
IF 3 4区 化学 Q3 CHEMISTRY, PHYSICAL Pub Date : 2024-08-26 DOI: 10.1002/cptc.202400246
Yilin Xue, Duobin Chao

Carbon dioxide (CO2) is the primary greenhouse gas responsible for global warming, posing a significant challenge to the global environment. To reduce CO2 emission and support the sustainable development, efficient conversion of CO2 into chemical feedstocks has gained a lot of attention. One promising strategy inspired by natural photosynthesis is solar-driven CO2 reduction, which uses appropriate photocatalytic systems to generate CO, HCOOH, CH4, CH3OH, etc. However, developing low-cost, environmentally friendly, and non-toxic materials for the catalytic conversion of CO2 remains a significant challenge. Light-absorbing photosensitizers play an important role in photocatalytic systems. Recently, non-precious metal photosensitizers such as organic compounds and earth-abundant metal complexes have been intensively studied for developing low-cost photocatalytic systems. This review focuses on recent reports on organic and non-precious metal photosensitizers for photocatalytic CO2 reduction.

二氧化碳(CO2)是导致全球变暖的主要温室气体,对全球环境构成重大挑战。为减少二氧化碳排放,支持可持续发展,将二氧化碳高效转化为化学原料已受到广泛关注。受自然光合作用的启发,一种很有前景的策略是太阳能驱动的二氧化碳还原,即利用适当的光催化系统生成 CO、HCOOH、CH4、CH3OH 等。然而,开发低成本、环保、无毒的二氧化碳催化转化材料仍是一项重大挑战。光吸收光敏剂在光催化系统中发挥着重要作用。最近,人们对非贵金属光敏剂(如有机化合物和富土金属复合物)进行了深入研究,以开发低成本的光催化系统。本综述重点介绍了用于光催化还原二氧化碳的有机和非贵金属光敏剂的最新报道。
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引用次数: 0
2-Hydroxybenzaldehyde Azine and γ-Cyclodextrin Based Colorimetric/Fluorescent Probe for Highly Sensitive and Selective Detection of Cu2+ 基于 2-羟基苯甲醛偶氮和 γ-环糊精的比色/荧光探针用于高灵敏度和选择性检测 Cu2+
IF 3 4区 化学 Q3 CHEMISTRY, PHYSICAL Pub Date : 2024-08-24 DOI: 10.1002/cptc.202400170
Vigneshkumar Ganesan, Chandramohan Govindasamy, Esakkimuthu Shanmugasundaram, Kannan Vellaisamy, Nithesh Kumar Krishnan, Murali Krishnan Mani, Selvam Kaliyamoorthy, Bo-Tau Liu, Stalin Thambusamy

The fluorescent probe provides a simple for detecting Cu2+ through fluorescence quenching of the Schiff-base probes by Cu2+. However, the azine-based probes often suffer from poor solubility and dispersibility in water and are easily interfered with by other competing ions, which significantly reduces their applicable potential. In this study, we synthesized a water-dissoluble and highly fluorescent γ-Cyclodextrin (γ-CD)/2-hydroxybenzaldehyde azine (2-HBA) inclusion complex for Cu2+ detection. The inclusion of 2-HBA into γ-CD enhances its solubility in water and allows it to emit fluorescence. The as-synthesized γ-CD/2-HBA probe exhibits high sensitivity for colorimetric and fluorescent detection of Cu2+, with detection limits reaching 2.72 and 1.53 nM, respectively. The results exceed most of those reported in the literature. The probe's structure and potential mechanism were systematically analysed using the experimental and theoretical methods.

通过 Cu2+ 对希夫碱探针的荧光淬灭,荧光探针提供了一种简单的 Cu2+ 检测方法。然而,偶氮基探针通常在水中的溶解性和分散性较差,而且容易受到其他竞争离子的干扰,这大大降低了其应用潜力。在本研究中,我们合成了一种水溶性高荧光γ-环糊精(γ-CD)/2-羟基苯甲醛偶氮(2-HBA)包合复合物,用于 Cu2+ 检测。在 γ-CD 中加入 2-HBA 可提高其在水中的溶解度,并使其发出荧光。合成的 γ-CD/2-HBA 探针对 Cu2+ 的比色和荧光检测具有很高的灵敏度,检测限分别达到 2.72 和 1.53 nM。其结果超过了大多数文献报道。实验和理论方法对该探针的结构和潜在机制进行了系统分析。
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引用次数: 0
Experimental and Computational Investigation of the Photophysical Properties of a Series of Luminescent D−A−D’ and D−A−A’ Pyrimidines 一系列发光 D-A-D' 和 D-A-A' 嘧啶的光物理性质的实验和计算研究
IF 3 4区 化学 Q3 CHEMISTRY, PHYSICAL Pub Date : 2024-08-23 DOI: 10.1002/cptc.202400216
Baldeep K. Sidhu, Issiah B. Lozada, Rathiesh Pandian, Ibrahim Alfurayj, Clemens Burda, David E. Herbert

Pyrimidines, a prominent isomer class of diazines, are promising molecular constituents of electron-deficient luminescent and hole-transport materials. Here, we report the fluorescence lifetimes and describe the electronic structures and character of low-lying emissive excited states of a series of synthetically accessible donor-acceptor-donor (D−A−D′) and donor-acceptor-acceptor (D−A−A′) type pyrimidines, including both all-organic and hybrid organic-organometallic analogues. We find that strategically varying the aryl substituents on a pyrimidine enables tuning of the character of the luminescent excited states from charge-transfer (CT) to locally excited (LE) states, which then differ in their sensitivity to their environment. This study suggests structural handles for controlling the photophysics of arylpyrimidines relevant to a variety of applications for luminescent materials.

嘧啶是重氮类化合物的一个重要异构体,是很有前途的缺电子发光和空穴传输材料的分子成分。在这里,我们报告了一系列可合成的供体-受体-受体(D-A-D')和供体-受体-受体(D-A-A')型嘧啶(包括全有机和有机-有机金属混合类似物)的荧光寿命,并描述了它们的电子结构和低洼发射激发态的特征。我们发现,通过战略性地改变嘧啶上的芳基取代基,可以调整从电荷转移(CT)态到局部激发(LE)态的发光激发态的特性,从而使它们对环境的敏感性有所不同。这项研究提出了控制芳基嘧啶光物理的结构方法,这些方法与发光材料的多种应用有关。
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引用次数: 0
RETRACTION: Aggregation-Induced Emission-Active Donor-Substituted Aroyl-S,N-Ketene Acetals via Nucleophilic Amine Base Attack 撤回:通过亲核胺碱攻击聚合诱导发射活性供体-取代的丙酰基-S,N-酮烯乙酸酯
IF 3 4区 化学 Q3 CHEMISTRY, PHYSICAL Pub Date : 2024-08-21 DOI: 10.1002/cptc.202400248

Retraction: L. Biesen, T.J.J. Müller, “Aggregation-Induced Emission-Active Donor-Substituted Aroyl-S,N-Ketene Acetals via Nucleophilic Amine Base Attack”, ChemPhotoChem 2023, 7, e202300111, https://doi.org/10.1002/cptc.202300111.

The above article, published online on 25 August 2023 in Wiley Online Library (wileyonlinelibrary.com), has been retracted by agreement between the authors; the journal Editor-in-Chief, Deanne Nolan; Chemistry Europe; and Wiley-VCH GmbH. The retraction has been agreed at the request of the authors, who informed the editor of significant errors in the structural assignment of compounds 3a, 3c and 3e, in addition to instrumental error affecting solid state and aggregate quantum yield measurements. As a result, the conclusions reported in the article are not considered reliable.

撤回:L. Biesen, T.J.J. Müller, "Aggregation-Induced Emission-Active Donor-Substituted Aroyl-S,N-Ketene Acetals via Nucleophilic Amine Base Attack", ChemPhotoChem 2023, 7, e202300111, https://doi.org/10.1002/cptc.202300111.上述文章于 2023 年 8 月 25 日在线发表于 Wiley Online Library (wileyonlinelibrary.com),经作者、期刊主编 Deanne Nolan、Chemistry Europe 和 Wiley-VCH GmbH 协议撤回。作者告知编辑,除了影响固态和集合量子产率测量的仪器误差外,化合物 3a、3c 和 3e 的结构分配也存在重大错误。因此,文章中报告的结论并不可靠。
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引用次数: 0
Core-Fluorinated BODIPYs – a New Family of Highly Efficient Luminophores 核心氟化 BODIPYs--新型高效发光体家族
IF 3 4区 化学 Q3 CHEMISTRY, PHYSICAL Pub Date : 2024-08-21 DOI: 10.1002/cptc.202400209
Victoria E. Shambalova, Alexander S. Aldoshin, Dmitry A. Bunin, Eugenia A. Safonova, Anna A. Moiseeva, Boris N. Tarasevich, Yulia G. Gorbunova, Valentine G. Nenajdenko

A modular synthesis of novel series of 1,7-difluorinated BODIPYs has been elaborated. First, the acid-catalyzed condensation of ethyl 3-aryl-4-fluoro-1H-pyrrole-2-carboxylates with aromatic aldehydes gives the corresponding dipyrromethane-1,9-dicarboxylates. The latter are subjected to the exhaustive reduction with lithium aluminum hydride to transform the ester moieties into methyl groups. The subsequent oxidation of the resulting 1,9-dimethylated dipyrromethanes followed by the boron difluoride complexation afforded a family of novel core-fluorinated BODIPYs in up to 74 % yield. Photophysical properties of the resulting BODIPYs were tuned by varying of the starting fluoropyrroles and aromatic aldehydes and were studied by UV-visible and fluorescence spectroscopy. As a result, the fluorescence quantum yields of the obtained compounds reached up to 99 %. In addition, their ability to generate singlet oxygen and electrochemical properties were also evaluated. As a result, a new promising family of fluorophores with a good combination of the fluorescence and photosensitizing properties was obtained. It was found that conversion of ester groups into methyl ones at the 3,5-positions of the BODIPY core is a crucial step toward fluorescence enhancement. In addition, DFT calculations were performed to elucidate a relationship between electronic structure, geometry and photophysical properties of these BODIPYs.

我们详细阐述了一系列新型 1,7-二氟 BODIPYs 的模块化合成方法。首先,3-芳基-4-氟-1H-吡咯-2-羧酸乙酯在酸催化下与芳香醛缩合,得到相应的二吡咯-1,9-二羧酸酯。用氢化铝锂对后者进行彻底还原,将酯基转化为甲基。随后,生成的 1,9-二甲基二吡咯甲烷被氧化,再与二氟化硼络合,得到了一系列新型核心氟化 BODIPY,收率高达 74%。通过改变起始的氟吡咯和芳香醛,可以调整所得到的 BODIPY 的光物理性质,并通过紫外可见光谱和荧光光谱进行了研究。结果发现,所获化合物的荧光量子产率高达 99%。此外,还对它们产生单线态氧的能力和电化学特性进行了评估。结果,获得了一个新的有前途的荧光团家族,其荧光和光敏特性得到了很好的结合。研究发现,将 BODIPY 核心 3,5 位上的酯基转化为甲基是增强荧光的关键步骤。此外,还进行了 DFT 计算,以阐明这些 BODIPY 的电子结构、几何形状和光物理性质之间的关系。
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引用次数: 0
A Compendium of Methodically Determined Ground- and Excited-State Properties of Homoleptic Ruthenium(II) and Osmium(II) Photosensitizers 同色钌(II)和锇(II)光敏剂的基态和激发态性质测定方法汇编
IF 3 4区 化学 Q3 CHEMISTRY, PHYSICAL Pub Date : 2024-08-21 DOI: 10.1002/cptc.202400134
Dr. Felix Glaser, Simon De Kreijger, Katerina Achilleos, Lakshmi Narayan Satheesh, Alexia Ripak, Noémie Chantry, Céline Bourgois, Sophie Quiquempoix, Joffrey Scriven, Julien Rubens, Dr. Milan Vander Wee-Léonard, Martin Daenen, Dr. Martin Gillard, Prof. Dr. Benjamin Elias, Prof. Dr. Ludovic Troian-Gautier

The one-pot synthesis of a total of 32 ruthenium(II) and osmium(II) photosensitizers bearing substituted 2,2’-bipyridines, 1,10-phenanthrolines, and diaza ligands is reported. Whereas most of these photosensitizers were already reported in the literature, the present study offers extensive datasets of ground- and excited-state properties highly desirable for future development in e. g., machine learning, artificial intelligence, and photoredox catalysis. All photosensitizers absorbed light intensely in the visible part of the spectrum, with the Os(II) photosensitizers absorbing further into the red part. Excited-state lifetimes and photoluminescence quantum yields were generally larger for Ru(II) photosensitizers than for Os(II) analogs, which agrees with the energy gap law. The excited-state redox potentials were determined for all investigated photosensitizers covering a range of −0.21 to −1.35 V vs. SCE for excited-state oxidation and 0.14 to 1.48 V vs. SCE for excited-state reduction. A procedure for counterion exchange to generate the corresponding PF6, Cl, BF4, NO3, OTf, ClO4, and BArF− is reported for six photosensitizers. The synthetic ease, detailed report of fundamental photophysical properties, and a broad range of excited-state redox potentials open opportunities for systematic investigations in several applications and further streamline developments in photoredox catalysis.

本研究报告了含有取代的 2,2'-联吡啶、1,10-菲罗啉和重氮配体的共 32 种钌(II)和锇(II)光敏剂的一锅合成。虽然这些光敏剂中的大多数已在文献中报道过,但本研究提供了广泛的基态和激发态特性数据集,对机器学习、人工智能和光氧化催化等领域的未来发展非常有帮助。所有光敏剂都能强烈吸收光谱可见光部分的光,其中 Os(II) 光敏剂的吸收更进一步,达到红色部分。Ru(II) 光敏剂的激发态寿命和光致发光量子产率通常大于 Os(II) 类似物,这与能隙定律一致。对所有研究的光敏剂都测定了激发态氧化还原电位,激发态氧化电位为-0.21 至 -1.35 V vs SCE,激发态还原电位为 0.14 至 1.48 V vs SCE。报告了六种光敏剂生成相应的 PF6-、Cl-、BF4-、NO3-、OTf-、ClO4- 和 BArF- 的反离子交换过程。这些光敏剂易于合成,基本光物理性质报告详尽,激发态氧化还原电位范围广泛,为在多个应用领域进行系统研究提供了机会,并进一步促进了光氧化催化的发展。
{"title":"A Compendium of Methodically Determined Ground- and Excited-State Properties of Homoleptic Ruthenium(II) and Osmium(II) Photosensitizers","authors":"Dr. Felix Glaser,&nbsp;Simon De Kreijger,&nbsp;Katerina Achilleos,&nbsp;Lakshmi Narayan Satheesh,&nbsp;Alexia Ripak,&nbsp;Noémie Chantry,&nbsp;Céline Bourgois,&nbsp;Sophie Quiquempoix,&nbsp;Joffrey Scriven,&nbsp;Julien Rubens,&nbsp;Dr. Milan Vander Wee-Léonard,&nbsp;Martin Daenen,&nbsp;Dr. Martin Gillard,&nbsp;Prof. Dr. Benjamin Elias,&nbsp;Prof. Dr. Ludovic Troian-Gautier","doi":"10.1002/cptc.202400134","DOIUrl":"10.1002/cptc.202400134","url":null,"abstract":"<p>The one-pot synthesis of a total of 32 ruthenium(II) and osmium(II) photosensitizers bearing substituted 2,2’-bipyridines, 1,10-phenanthrolines, and diaza ligands is reported. Whereas most of these photosensitizers were already reported in the literature, the present study offers extensive datasets of ground- and excited-state properties highly desirable for future development in e. g., machine learning, artificial intelligence, and photoredox catalysis. All photosensitizers absorbed light intensely in the visible part of the spectrum, with the Os(II) photosensitizers absorbing further into the red part. Excited-state lifetimes and photoluminescence quantum yields were generally larger for Ru(II) photosensitizers than for Os(II) analogs, which agrees with the energy gap law. The excited-state redox potentials were determined for all investigated photosensitizers covering a range of −0.21 to −1.35 V <i>vs</i>. SCE for excited-state oxidation and 0.14 to 1.48 V <i>vs</i>. SCE for excited-state reduction. A procedure for counterion exchange to generate the corresponding PF<sub>6</sub><sup>−</sup>, Cl<sup>−</sup>, BF<sub>4</sub><sup>−</sup>, NO<sub>3</sub><sup>−</sup>, OTf<sup>−</sup>, ClO<sub>4</sub><sup>−</sup>, and BAr<sup>F−</sup> is reported for six photosensitizers. The synthetic ease, detailed report of fundamental photophysical properties, and a broad range of excited-state redox potentials open opportunities for systematic investigations in several applications and further streamline developments in photoredox catalysis.</p>","PeriodicalId":10108,"journal":{"name":"ChemPhotoChem","volume":"8 12","pages":""},"PeriodicalIF":3.0,"publicationDate":"2024-08-21","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142217757","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
Organic-Inorganic Hybrid Material for Photocatalytic H₂ Evolution: Electron Shuttling between Photoresponsive Nanocomposite and Co(II) Redox Mediator 用于光催化氢₂进化的有机-无机杂化材料:光致伸缩纳米复合材料与 Co(II) 氧化还原介质之间的电子穿梭
IF 3 4区 化学 Q3 CHEMISTRY, PHYSICAL Pub Date : 2024-08-17 DOI: 10.1002/cptc.202400193
Ashil Augustin, Manova Santhosh Yesupatham, Sulakshana Shenoy, M. D. Dhileepan, Bernaurdshaw Neppolian, Karthikeyan Sekar

In this report, a conductive polymer encapsulated metal oxide photocatalyst is developed through a straightforward insitu synthesis method wherein, polythiophene is incorporated with TiO2 nanoparticles which imparts enhanced visible-light absorption to the samples and significantly improves the efficiency of charge transfer resulting due to the vacancy defects and high conductivity, ultimately leading to exceptional performance in H2 production. Significantly, the rate of H2 production was enhanced even further through the deposition of simple redox mediator. The introduction of Co2+ facilitates the transfer of photogenerated holes from the valence band by its conversion from +2 to +3 oxidation state which further enables the oxidation mechanism. The recombination rate of excitons has been significantly reduced due to the efficient transfer of photogenerated holes and the rate of photocatalytic H2 production is improved. Interestingly, the valence states and local atomic structure of the Ti species in the synthesized sample were ascertained through the utilization of Ti K-edge XANES and EXAFS analysis, which validated the energy position.

在本报告中,通过一种简单的原位合成方法,开发出了一种导电聚合物封装金属氧化物光催化剂,其中聚噻吩与二氧化钛纳米颗粒结合,增强了样品对可见光的吸收,并由于空位缺陷和高导电性显著提高了电荷转移效率,最终实现了优异的 H2 生成性能。值得注意的是,通过沉积简单的氧化还原介质,H2 的产生率得到了进一步提高。Co2+ 的引入促进了价带中光生成空穴的转移,使其从 +2 氧化态转变为 +3 氧化态,从而进一步实现了氧化机制。由于光生空穴的有效转移,激子的重组率大大降低,光催化产生 H2 的速率也得到提高。有趣的是,通过利用 Ti K-edge XANES 和 EXAFS 分析,确定了合成样品中 Ti 物种的价态和局部原子结构,验证了能量位置。
{"title":"Organic-Inorganic Hybrid Material for Photocatalytic H₂ Evolution: Electron Shuttling between Photoresponsive Nanocomposite and Co(II) Redox Mediator","authors":"Ashil Augustin,&nbsp;Manova Santhosh Yesupatham,&nbsp;Sulakshana Shenoy,&nbsp;M. D. Dhileepan,&nbsp;Bernaurdshaw Neppolian,&nbsp;Karthikeyan Sekar","doi":"10.1002/cptc.202400193","DOIUrl":"10.1002/cptc.202400193","url":null,"abstract":"<p>In this report, a conductive polymer encapsulated metal oxide photocatalyst is developed through a straightforward <i>insitu</i> synthesis method wherein, polythiophene is incorporated with TiO<sub>2</sub> nanoparticles which imparts enhanced visible-light absorption to the samples and significantly improves the efficiency of charge transfer resulting due to the vacancy defects and high conductivity, ultimately leading to exceptional performance in H<sub>2</sub> production. Significantly, the rate of H<sub>2</sub> production was enhanced even further through the deposition of simple redox mediator. The introduction of Co<sup>2+</sup> facilitates the transfer of photogenerated holes from the valence band by its conversion from +2 to +3 oxidation state which further enables the oxidation mechanism. The recombination rate of excitons has been significantly reduced due to the efficient transfer of photogenerated holes and the rate of photocatalytic H<sub>2</sub> production is improved. Interestingly, the valence states and local atomic structure of the Ti species in the synthesized sample were ascertained through the utilization of Ti K-edge XANES and EXAFS analysis, which validated the energy position.</p>","PeriodicalId":10108,"journal":{"name":"ChemPhotoChem","volume":"8 12","pages":""},"PeriodicalIF":3.0,"publicationDate":"2024-08-17","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142217758","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
Spectroscopic Investigation of the Quadruplex DNA-Binding Properties of 9-Aryl-Substituted Isoquinolinium Derivatives 9- 芳基取代的异喹啉衍生物的四联 DNA 结合特性的光谱学研究
IF 3 4区 化学 Q3 CHEMISTRY, PHYSICAL Pub Date : 2024-08-16 DOI: 10.1002/cptc.202400241
Philipp Groß, Dr. Sergey I. Druzhinin, Prof. Dr. Holger Schönherr, Prof. Dr. Heiko Ihmels

The spectroscopic investigation of the binding properties of berberine-type 9-aryl-substituted isoquinolinium derivatives with G-quadruplex DNA (G4-DNA) are presented. Photometric titrations show that these ligands bind with high affinity to the telomeric G4-DNA form 22AG (K=1.0–44×105 M−2). Furthermore, fluorimetric analysis of thermal DNA denaturation (FRET melting) reveals a significant thermal stabilization of G4-DNA 22AG upon association with the methoxy-substituted derivatives. As an analytically useful property, the derivatives with a phenyl substituent or with additional electron-donating groups show a very weak fluorescence intensity, which increased significantly upon G4-DNA complexation (fluorescence light-up effect). Additional time-resolved fluorescence spectroscopy indicated increased fluorescence lifetimes of the DNA-bound 9-(4-methoxyphenyl)-substituted derivative, when interacting with the quadruplex-forming strand 22AG. Notably, the changes of the steady-state and time-resolved emission properties of the ligand are more pronounced with G4-DNA than with duplex DNA so that the combination of these complementary methods may be used for the selective G4-DNA detection.

本文介绍了小檗碱型 9-芳基取代异喹啉衍生物与 G 型四联 DNA(G4-DNA)结合特性的光谱学研究。光度滴定显示,这些配体与端粒 G4-DNA 形式 22AG 的结合亲和力很高(K = 1.0-44 ´ 105 M-2)。此外,DNA 热变性(FRET 熔化)的荧光分析表明,G4-DNA 22AG 与甲氧基取代的衍生物结合后具有显著的热稳定性。作为一种有用的分析特性,带有苯基取代基或额外电子供能基团的衍生物显示出非常微弱的荧光强度,而这种强度在 G4-DNA 复合时会显著增加(荧光增亮效应)。其他时间分辨荧光光谱显示,与 DNA 结合的 9-(4-甲氧基苯基)取代衍生物在与形成四重链 22AG 作用时的荧光寿命延长。值得注意的是,与双链 DNA 相比,配体与 G4-DNA 的稳态和时间分辨发射特性的变化更为明显,因此可将这些互补方法结合起来用于选择性 G4-DNA 检测。
{"title":"Spectroscopic Investigation of the Quadruplex DNA-Binding Properties of 9-Aryl-Substituted Isoquinolinium Derivatives","authors":"Philipp Groß,&nbsp;Dr. Sergey I. Druzhinin,&nbsp;Prof. Dr. Holger Schönherr,&nbsp;Prof. Dr. Heiko Ihmels","doi":"10.1002/cptc.202400241","DOIUrl":"10.1002/cptc.202400241","url":null,"abstract":"<p>The spectroscopic investigation of the binding properties of berberine-type 9-aryl-substituted isoquinolinium derivatives with G-quadruplex DNA (G4-DNA) are presented. Photometric titrations show that these ligands bind with high affinity to the telomeric G4-DNA form <b>22AG</b> (<i>K</i>=1.0–44×10<sup>5</sup> M<sup>−2</sup>). Furthermore, fluorimetric analysis of thermal DNA denaturation (FRET melting) reveals a significant thermal stabilization of G4-DNA <b>22AG</b> upon association with the methoxy-substituted derivatives. As an analytically useful property, the derivatives with a phenyl substituent or with additional electron-donating groups show a very weak fluorescence intensity, which increased significantly upon G4-DNA complexation (fluorescence light-up effect). Additional time-resolved fluorescence spectroscopy indicated increased fluorescence lifetimes of the DNA-bound 9-(4-methoxyphenyl)-substituted derivative, when interacting with the quadruplex-forming strand <b>22AG</b>. Notably, the changes of the steady-state and time-resolved emission properties of the ligand are more pronounced with G4-DNA than with duplex DNA so that the combination of these complementary methods may be used for the selective G4-DNA detection.</p>","PeriodicalId":10108,"journal":{"name":"ChemPhotoChem","volume":"8 12","pages":""},"PeriodicalIF":3.0,"publicationDate":"2024-08-16","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://onlinelibrary.wiley.com/doi/epdf/10.1002/cptc.202400241","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142217759","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
Spectroscopic Investigation of a Ruthenium Tris-Diimine Complex Featuring a Bioinspired Alloxazine Ligand 具有生物启发烯丙基嗪配体的三钌二亚胺配合物的光谱研究
IF 3 4区 化学 Q3 CHEMISTRY, PHYSICAL Pub Date : 2024-08-15 DOI: 10.1002/cptc.202400175
Nina Hagmeyer, Alexander Schwab, Dr. Nabil Mroweh, Dr. Caitilin McManus, Dr. Maneesha Varghese, Dr. Jean-Marie Mouesca, Dr. Serge Gambarelli, Dr. Stephan Kupfer, Dr. Murielle Chavarot-Kerlidou, Prof. Dr. Benjamin Dietzek-Ivanšić

Molecular charge accumulating systems that act as both, photosensitizer and electron storage unit, are of interest in the context of multielectron redox processes, e. g. in solar fuel production. To this end, the photophysical properties of RuL1, a ruthenium tris-diimine complex with an alloxazine-based ligand as bioinspired structural motif, were investigated. The study includes absorption, emission, resonance Raman and transient absorption spectroscopy in combination with quantum chemical simulations to determine the light-driven reactivity of the complex. Moreover, spectroelectrochemistry was employed for an in-depth characterization of the optical properties of the reduced complex. Finally, a photolysis experiment using triethanolamine as electron source, in conjunction with redox titrations, demonstrated that visible light irradiation triggers the formation of the doubly-reduced singly-protonated derivative of RuL1, where both redox equivalents are stored on the alloxazine-based ligand.

在多电子氧化还原过程(如太阳能燃料生产)中,同时充当光敏剂和电子存储单元的分子电荷积累系统很有意义。为此,我们对 RuL1 的光物理特性进行了研究,RuL1 是一种三二亚胺钌配合物,其生物启发结构主题是一种烯丙基嗪配体。研究内容包括吸收、发射、共振拉曼和瞬态吸收光谱,并结合量子化学模拟来确定该复合物的光驱动反应性。此外,还采用了光谱电化学方法来深入分析还原复合物的光学特性。最后,利用三乙醇胺作为电子源,结合氧化还原滴定法进行了光解实验,结果表明可见光照射会触发形成 RuL1 的双还原单质子化衍生物,其中两个氧化还原等价物都储存在基于烯丙基嗪的配体上。
{"title":"Spectroscopic Investigation of a Ruthenium Tris-Diimine Complex Featuring a Bioinspired Alloxazine Ligand","authors":"Nina Hagmeyer,&nbsp;Alexander Schwab,&nbsp;Dr. Nabil Mroweh,&nbsp;Dr. Caitilin McManus,&nbsp;Dr. Maneesha Varghese,&nbsp;Dr. Jean-Marie Mouesca,&nbsp;Dr. Serge Gambarelli,&nbsp;Dr. Stephan Kupfer,&nbsp;Dr. Murielle Chavarot-Kerlidou,&nbsp;Prof. Dr. Benjamin Dietzek-Ivanšić","doi":"10.1002/cptc.202400175","DOIUrl":"10.1002/cptc.202400175","url":null,"abstract":"<p>Molecular charge accumulating systems that act as both, photosensitizer and electron storage unit, are of interest in the context of multielectron redox processes, e. g. in solar fuel production. To this end, the photophysical properties of <b>RuL1</b>, a ruthenium tris-diimine complex with an alloxazine-based ligand as bioinspired structural motif, were investigated. The study includes absorption, emission, resonance Raman and transient absorption spectroscopy in combination with quantum chemical simulations to determine the light-driven reactivity of the complex. Moreover, spectroelectrochemistry was employed for an in-depth characterization of the optical properties of the reduced complex. Finally, a photolysis experiment using triethanolamine as electron source, in conjunction with redox titrations, demonstrated that visible light irradiation triggers the formation of the doubly-reduced singly-protonated derivative of <b>RuL1</b>, where both redox equivalents are stored on the alloxazine-based ligand.</p>","PeriodicalId":10108,"journal":{"name":"ChemPhotoChem","volume":"8 12","pages":""},"PeriodicalIF":3.0,"publicationDate":"2024-08-15","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://onlinelibrary.wiley.com/doi/epdf/10.1002/cptc.202400175","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142217760","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
Coumarinacyl Bromides as Unimolecular Photoinitiators for Conjugated Polymer Synthesis under Visible and NIR Light Irradiation 香豆酰溴作为单分子光引发剂在可见光和近红外光照射下合成共轭聚合物
IF 3 4区 化学 Q3 CHEMISTRY, PHYSICAL Pub Date : 2024-08-14 DOI: 10.1002/cptc.202400196
Mengdi Wan, Prof. Xiaoxuan Liu, Prof. Yusuf Yagci, Prof. Zhiquan Li

Two coumarinacyl bromides, 3-(bromoacetyl)coumarin (BAC) and 3-(bromoacetyl)-7-methoxycoumarin (BACO), were developed for the photopolymerization of N-ethylcarbazole to construct conjugated polymer under visible and near-infrared light irradiation. BAC outperformed the conventional phenacyl bromide photoinitiator, exhibiting superior photoinitiation performance due to its optimal absorption characteristics and electron transfer efficiency. The obtained poly(N-ethylcarbazole) was thoroughly characterized, demonstrating the successful synthesis of a conjugated polymer with desired properties. Dedoping led to improved optical properties and film morphology. The polymerization mechanism was elucidated using transient absorption spectroscopy, revealing efficient electron transfer from the excited photoinitiators to N-ethylcarbazole.

研究人员开发了两种香豆酰溴化物,即 3-(溴乙酰基)香豆素(BAC)和 3-(溴乙酰基)-7-甲氧基香豆素(BACO),用于在可见光和近红外光照射下对 N-乙基咔唑进行光聚合,从而构建共轭聚合物。由于 BAC 具有最佳的吸收特性和电子转移效率,其光引发性能优于传统的苯酰溴光引发剂。对所获得的聚 N-乙基咔唑进行了全面表征,证明成功合成了一种具有理想特性的共轭聚合物。掺杂导致了光学特性和薄膜形态的改善。利用瞬态吸收光谱阐明了聚合机理,揭示了电子从激发的光引发剂向 N-乙基咔唑的高效转移。
{"title":"Coumarinacyl Bromides as Unimolecular Photoinitiators for Conjugated Polymer Synthesis under Visible and NIR Light Irradiation","authors":"Mengdi Wan,&nbsp;Prof. Xiaoxuan Liu,&nbsp;Prof. Yusuf Yagci,&nbsp;Prof. Zhiquan Li","doi":"10.1002/cptc.202400196","DOIUrl":"10.1002/cptc.202400196","url":null,"abstract":"<p>Two coumarinacyl bromides, 3-(bromoacetyl)coumarin (BAC) and 3-(bromoacetyl)-7-methoxycoumarin (BACO), were developed for the photopolymerization of N-ethylcarbazole to construct conjugated polymer under visible and near-infrared light irradiation. BAC outperformed the conventional phenacyl bromide photoinitiator, exhibiting superior photoinitiation performance due to its optimal absorption characteristics and electron transfer efficiency. The obtained poly(N-ethylcarbazole) was thoroughly characterized, demonstrating the successful synthesis of a conjugated polymer with desired properties. Dedoping led to improved optical properties and film morphology. The polymerization mechanism was elucidated using transient absorption spectroscopy, revealing efficient electron transfer from the excited photoinitiators to N-ethylcarbazole.</p>","PeriodicalId":10108,"journal":{"name":"ChemPhotoChem","volume":"8 12","pages":""},"PeriodicalIF":3.0,"publicationDate":"2024-08-14","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":null,"resultStr":null,"platform":"Semanticscholar","paperid":"142217761","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
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ChemPhotoChem
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