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Application of 2-Azabicyclo[2.2.1]Hept-5-En-3-One (Vince Lactam) in Synthetic Organic and Medicinal Chemistry 2-Azabicyclo[2.2.1]Hept-5-En-3-One (Vince Lactam) 在有机合成和药物化学中的应用。
IF 7 2区 化学 Q1 CHEMISTRY, MULTIDISCIPLINARY Pub Date : 2024-07-15 DOI: 10.1002/tcr.202400070
Dr. Melinda Nonn, Prof. Santos Fustero, Prof. Loránd Kiss

2-Azabicyclo[2.2.1]hept-5-en-3-one (Vince lactam) is known to be a valuable building block in synthetic organic chemistry and drug research. It is an important precursor to access of some blockbuster antiviral drugs such as Carbovir or Abacavir as well as other carbocyclic neuraminidase inhibitors as antiviral agents. The ring C=C bond of the Vince lactam allows versatile chemical manipulations to create not only functionalized γ-lactams, but also γ-amino acid derivatives with a cyclopentane framework. The aim of the current account is to summarize the chemistry of Vince lactam, its synthetic utility and application in organic and medicinal chemistry over the last decade.

众所周知,2-氮杂双环[2.2.1]庚-5-烯-3-酮(文氏内酰胺)是合成有机化学和药物研究中的重要构件。它是获得某些抗病毒大片药物(如 Carbovir 或 Abacavir)以及其他碳环神经氨酸酶抑制剂作为抗病毒药物的重要前体。文氏内酰胺的环 C=C 键允许进行多种化学操作,不仅可以制造功能化的 γ-内酰胺,还可以制造具有环戊烷框架的 γ-氨基酸衍生物。本报告旨在总结文思内酰胺的化学性质、其合成用途以及近十年来在有机化学和药物化学中的应用。
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引用次数: 0
Chemistry of Cyclo[18]Carbon (C18): A Review 环[18]碳(C18)的化学:综述。
IF 7 2区 化学 Q1 CHEMISTRY, MULTIDISCIPLINARY Pub Date : 2024-07-12 DOI: 10.1002/tcr.202400055
Pooja, Sarita Yadav, Ravinder Pawar

Carbon-based allotropes are propelling a technological revolution in communication, sensing, and computing, concurrently challenging fundamental theories of the previous century. Nevertheless, the demand for advanced carbon-based materials remains substantial. The crux lies in the efficient and reliable engineering of novel carbon allotrope. Although C18 has undergone theoretical and experimental investigation for an extended period, its preparation and direct observation in the condensed phase occurred only recently through STM/AFM techniques. The distinctive cyclic ring structure and the dual 18-center π delocalization character introduce various uncommon properties to C18, rendering it a subject worthy of in-depth exploration. In this context, this review delves into past developments contributing to the state-of-the-art understanding of C18 and provides insights into how future endeavours can expedite practical applications. Encompassing a broad spectrum, this review comprehensively investigates almost all facets of C18, including geometric characteristics, electron delocalization, bonding nature, aromaticity, reactivity, electronic excitation, UV/Vis spectrum, intermolecular interaction, response to external fields, electron affinity, ionization, and other molecular properties. Moreover, the review also outlines representative strategies for the direct synthesis and characterization of C18 using atom manipulation techniques. Following this, C18-based complexes are summarized, and potential applications in catalysis, electrochemical devices, optoelectronics, and sensing are discussed.

碳基同素异形体正在推动通信、传感和计算领域的技术革命,同时也对上个世纪的基础理论提出了挑战。然而,对先进碳基材料的需求仍然巨大。问题的关键在于如何高效、可靠地设计新型碳同素异形体。虽然 C18 的理论和实验研究已经进行了很长时间,但直到最近才通过 STM/AFM 技术制备并直接观察到其凝聚相。C18 独特的环状结构和双 18 中心 π 脱焦特性为其带来了各种不同寻常的性质,使其成为一个值得深入探讨的课题。在此背景下,本综述深入探讨了过去对 C18 的最新理解,并对未来如何加快实际应用提出了见解。本综述涵盖范围广泛,全面研究了 C18 的几乎所有方面,包括几何特性、电子析出、键合性质、芳香性、反应性、电子激发、紫外/可见光谱、分子间相互作用、对外部场的响应、电子亲和性、电离和其他分子特性。此外,综述还概述了利用原子操作技术直接合成和表征 C18 的代表性策略。随后,综述了基于 C18 的复合物,并讨论了其在催化、电化学器件、光电子学和传感方面的潜在应用。
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引用次数: 0
Transition Metal-Catalyzed Dual C−H Activation/Annulation Reactions Involving Internal Alkynes 过渡金属催化的涉及内部炔烃的双 C-H 活化/嵌合反应。
IF 7 2区 化学 Q1 CHEMISTRY, MULTIDISCIPLINARY Pub Date : 2024-07-10 DOI: 10.1002/tcr.202400069
Fatemeh Doraghi, Mohammad Sadegh Karimtabar, Mehran Ghasemi, Bagher Larijani, Mohammad Mahdavi

Recently, transition metal-catalyzed ortho-C−H bond activation/annulations involving two internal alkyne molecules have been extensively used to synthesize highly substituted polycyclic aromatic scaffolds. Such reactions have emerged as a powerful atom and step-economical strategy for the assembly of multifunctional bioactive molecules. In this context, we focused on the recent achievements of dual C−H bond activation/annulations, as well as functionalization reactions involving diaryl/alkyl alkynes.

最近,过渡金属催化的涉及两个内部炔烃分子的正交-C-H 键活化/嵌合反应已被广泛用于合成高取代的多环芳烃支架。此类反应已成为组装多功能生物活性分子的强大原子和步骤经济策略。在此背景下,我们重点研究了双 C-H 键活化/annulations 以及涉及二芳基/烷基炔的功能化反应的最新成果。
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引用次数: 0
Modification Strategies of Hexagonal Boron Nitride Nanomaterials for Photocatalysis 用于光催化的六方氮化硼纳米材料的改性策略。
IF 7 2区 化学 Q1 CHEMISTRY, MULTIDISCIPLINARY Pub Date : 2024-07-10 DOI: 10.1002/tcr.202300334
Dongao Liu, Yuqing Wang, Quanxin Gong, Yupeng Xia, Lei Li, Yuhua Xue, Junhe Yang, Shengjuan Li

Although hexagonal boron nitride (h-BN) was initially considered a less promising photocatalyst due to its large band gap and apparent chemical inertness, its unique two-dimensional lamellar structure coupled with high stability and environmental friendliness, as the second largest van der Waals material after graphene, provides a unique platform for photocatalytic innovation. This review not only highlights the intrinsic qualities of h-BN with photocatalytic potentials, such as high stability, environmental compatibility, and tunable bandgap through various modification strategies but also provides a comprehensive overview of the recent advances in h-BN-based nanomaterials for environmental and energy applications, as well as an in-depth description of the modification methods and fundamental properties for these applications. In addition, we discuss the challenges and prospects of h-BN-based nanomaterials for future photocatalysis.

尽管六方氮化硼(h-BN)最初因其较大的带隙和明显的化学惰性而被认为是一种不太有前途的光催化剂,但作为仅次于石墨烯的第二大范德华材料,其独特的二维片状结构加上高稳定性和环境友好性,为光催化创新提供了一个独特的平台。这篇综述不仅强调了具有光催化潜力的 h-BN 的内在品质,如高稳定性、环境相容性和通过各种改性策略实现的可调带隙,还全面概述了用于环境和能源应用的基于 h-BN 的纳米材料的最新进展,并深入介绍了这些应用的改性方法和基本特性。此外,我们还讨论了 h-BN 基纳米材料在未来光催化领域面临的挑战和前景。
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引用次数: 0
Ferrocenyl Azoles: Versatile N-Containing Heterocycles and their Anticancer Activities 二茂铁唑:多用途含 N 杂环及其抗癌活性。
IF 7 2区 化学 Q1 CHEMISTRY, MULTIDISCIPLINARY Pub Date : 2024-07-10 DOI: 10.1002/tcr.202300347
Dr. Bhavya Deepthi Sadanala, Dr. Rajiv Trivedi

The medicinal chemistry of ferrocene has gained its momentum after the discovery of biological activities of ferrocifen and ferroquine. These ferrocenyl drugs have been designed by replacing the aromatic moiety of the organic drugs, tamoxifen and chloroquine respectively, with a ferrocenyl unit. The promising biological activities of these ferrocenyl drugs have paved a path to explore the medicinal applications of several ferrocenyl conjugates. In these conjugates, the ferrocenyl moiety has played a vital role in enhancing or imparting the anticancer activity to the molecule. The ferrocenyl conjugates induce the cytotoxicity by generating reactive oxygen species and thereby damaging the DNA. In medicinal chemistry, the five membered nitrogen heterocycles (azoles) play a significant role due to their rigid ring structure and hydrogen bonding ability with the biomolecules. Several potent drug candidates with azole groups have been in use as chemotherapeutics. Considering the importance of ferrocenyl moiety and azole groups, several ferrocenyl azole conjugates have been synthesized and screened for their biological activities. Hence, in the view of a wide scope in the development of potent drugs based on ferrocenyl azole conjugates, herein we present the details of synthesis and the anticancer activities of ferrocenyl compounds bearing azole groups such as imidazole, triazoles, thiazole and isoxazoles.

二茂铁的药物化学在发现二茂铁昔芬和二茂铁喹的生物活性后获得了发展势头。这些二茂铁药物是通过用二茂铁单元分别取代有机药物他莫昔芬和氯喹的芳香分子而设计出来的。这些二茂铁药物具有良好的生物活性,为探索几种二茂铁共轭物的药物应用铺平了道路。在这些共轭物中,二茂铁在增强或赋予分子抗癌活性方面发挥了重要作用。二茂铁共轭物通过产生活性氧从而破坏 DNA 来诱导细胞毒性。在药物化学中,五元氮杂环(唑类)因其刚性环结构和与生物大分子的氢键能力而发挥着重要作用。一些含有唑基的强效候选药物已被用作化疗药物。考虑到二茂铁基团和唑基团的重要性,人们合成了几种二茂铁基唑共轭物,并对其生物活性进行了筛选。因此,鉴于二茂铁基唑共轭物在开发强效药物方面的广阔前景,我们在此详细介绍了含唑基(如咪唑、三唑、噻唑和异噁唑)的二茂铁化合物的合成和抗癌活性。
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引用次数: 0
Recent Progress in Synthetic and Biological Application of Diorganyl Diselenides 二苯甲酰基二硒化物的合成和生物应用的最新进展。
IF 7 2区 化学 Q1 CHEMISTRY, MULTIDISCIPLINARY Pub Date : 2024-07-08 DOI: 10.1002/tcr.202400044
Roberto do Carmo Pinheiro, Luiza Souza Marques, Juliano Ten Kathen Jung, Cristina Wayne Nogueira, Gilson Zeni

Diorganyl diselenides have emerged as privileged structures because they are easy to prepare, have distinct reactivity, and have broad biological activity. They have also been used in the synthesis of natural products as an electrophile in the organoselenylation of aromatic systems and peptides, reductions of alkenes, and nucleophilic substitution. This review summarizes the advancements in methods for the transformations promoted by diorganyl diselenides in the main functions of organic chemistry. Parallel, it will also describe the main findings on pharmacology and toxicology of diorganyl diselenides, emphasizing anti-inflammatory, hypoglycemic, chemotherapeutic, and antimicrobial activities. Therefore, an examination detailing the reactivity and biological characteristics of diorganyl diselenides provides valuable insights for academic researchers and industrial professionals.

二苯甲酰基二硒化物因其易于制备、具有独特的反应活性和广泛的生物活性而成为一种特殊结构。在芳香系统和肽的有机硒化、烯烃还原和亲核取代中,它们作为亲电子体也被用于天然产物的合成。本综述总结了二芳基二硒化物在有机化学主要功能中促进转化方法的进展。同时,本综述还将介绍二芳基二硒化物在药理学和毒理学方面的主要发现,重点是抗炎、降血糖、化疗和抗菌活性。因此,对二苯乙烯基二硒化物的反应性和生物特性的详细研究为学术研究人员和工业专业人员提供了宝贵的见解。
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引用次数: 0
Advances in pH Sensing: From Traditional Approaches to Next-Generation Sensors in Biological Contexts pH 传感的进展:从传统方法到生物背景下的新一代传感器。
IF 7 2区 化学 Q1 CHEMISTRY, MULTIDISCIPLINARY Pub Date : 2024-07-02 DOI: 10.1002/tcr.202300369
Mahmood Hassan Akhtar, Muhammad Azhar Hayat Nawaz, Manzar Abbas, Ning Liu, Wenzhao Han, Yan Lv, Cong Yu

pH has been considered one of the paramount factors in bodily functions because most cellular tasks exclusively rely on precise pH values. In this context, the current techniques for pH sensing provide us with the futuristic insight to further design therapeutic and diagnostic tools. Thus, pH-sensing (electrochemically and optically) is rapidly evolving toward exciting new applications and expanding researchers’ interests in many chemical contexts, especially in biomedical applications. The adaptation of cutting-edge technology is subsequently producing the modest form of these biosensors as wearable devices, which are providing us the opportunity to target the real-time collection of vital parameters, including pH for improved healthcare systems. The motif of this review is to provide insight into trending tech-based systems employed in real-time or in-vivo pH-responsive monitoring. Herein, we briefly go through the pH regulation in the human body to help the beginners and scientific community with quick background knowledge, recent advances in the field, and pH detection in real-time biological applications. In the end, we summarize our review by providing an outlook; challenges that need to be addressed, and prospective integration of various pH in vivo platforms with modern electronics that can open new avenues of cutting-edge techniques for disease diagnostics and prevention.

pH 值一直被认为是人体功能的最重要因素之一,因为大多数细胞任务都完全依赖于精确的 pH 值。在这种情况下,当前的 pH 值传感技术为我们提供了进一步设计治疗和诊断工具的未来洞察力。因此,pH 值传感(电化学和光学)正朝着令人兴奋的新应用方向迅速发展,并在许多化学领域,尤其是生物医学应用领域,扩大了研究人员的兴趣。随着尖端技术的不断发展,这些生物传感器也以可穿戴设备的形式出现,为我们提供了实时收集包括 pH 值在内的重要参数的机会,以改善医疗保健系统。本综述的目的是深入探讨在实时或体内 pH 响应监测中采用的趋势性技术系统。在此,我们简要介绍了人体中的 pH 调节,以帮助初学者和科学界快速了解背景知识、该领域的最新进展以及实时生物应用中的 pH 检测。最后,我们通过展望、需要应对的挑战以及将各种体内 pH 平台与现代电子技术相结合的前景,对我们的综述进行了总结,这将为疾病诊断和预防的前沿技术开辟新的途径。
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引用次数: 0
Cover Picture: Skeletal Editing of Isatins for Heterocycle Molecular Diversity (Chem. Rec. 6/2024) 封面图片:异形蛋白的骨架编辑实现杂环分子多样性(Chem. Rec. 6/2024)
IF 7 2区 化学 Q1 CHEMISTRY, MULTIDISCIPLINARY Pub Date : 2024-06-26 DOI: 10.1002/tcr.202480601
Tiantian Zhang, Prof. Huangdi Feng

The cover picture shows the progress in the skeletal editing of the isatin scaffold in the last decade (2013-2023). A series of ring-expansion reactions for the construction of high-value heterocycles (quinolines, quinolones, polycyclic quinazolines, medium-sized compounds), as well as a variety of ring-opening strategies for the generation of the 2-(azoly)anilines by cleavage of the C−C bond and the C−N bond are revealed. More details can be found in article number e202400024 by Tiantian Zhang and Huangdi Feng (DOl: 10.1002/tcr.202400024.

封面图片展示了过去十年(2013-2023 年)在异atin 支架骨架编辑方面取得的进展。揭示了一系列用于构建高价值杂环(喹啉、喹诺酮、多环喹唑啉、中型化合物)的扩环反应,以及通过裂解 C-C 键和 C-N 键生成 2-(叠氮)苯胺的各种开环策略。更多详情,请参阅张天天和冯黄娣的文章(文章编号:e202400024)(DOl: 10.1002/tcr.202400024.X)。
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引用次数: 0
Recent Progress on Functionalized Nanoporous Heteropoly Acids: From Synthesis to Applications 功能化纳米多孔杂多酸的最新进展:从合成到应用。
IF 7 2区 化学 Q1 CHEMISTRY, MULTIDISCIPLINARY Pub Date : 2024-06-14 DOI: 10.1002/tcr.202400043
Hamid Ilbeygi, Juhana Jaafar

Functionalized nanoporous heteropoly acids (HPAs) have garnered significant attention in recent years due to their enhanced surface area and porosity, as well as their potential for low-cost regeneration compared to bulk materials. This review aims to provide an overview of the recent advancements in the synthesis and applications of functionalized HPAs. We begin by introducing the fundamental properties of HPAs and their unique structure, followed by a comprehensive overview of the various approaches employed for the synthesis of functionalized HPAs, including salts, anchoring onto supports, and implementing mesoporous silica sieves. The potential applications of functionalized HPAs in various fields are also discussed, highlighting their boosted performance in a wide range of applications. Finally, we address the current challenges and present future prospects in the development of functionalized HPAs, particularly in the context of mesoporous HPAs. This review aims to provide a comprehensive summary of the recent progress in the field, highlighting the significant advancements made in the synthesis and applications of functionalized HPAs.

近年来,功能化纳米多孔杂多酸(HPAs)因其更大的比表面积和孔隙率,以及与块状材料相比具有低成本再生的潜力而备受关注。本综述旨在概述功能化 HPA 的合成和应用方面的最新进展。我们首先介绍了 HPA 的基本特性及其独特的结构,然后全面综述了合成功能化 HPA 所采用的各种方法,包括盐类、锚定到支撑物上以及采用介孔二氧化硅筛网。此外,我们还讨论了功能化 HPA 在各个领域的潜在应用,强调了其在广泛应用中的性能提升。最后,我们探讨了功能化 HPA 目前面临的挑战,并展望了功能化 HPA 的未来发展前景,尤其是在介孔 HPA 方面。本综述旨在全面总结该领域的最新进展,重点介绍功能化 HPA 的合成和应用方面取得的重大进展。
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引用次数: 0
Photoluminescence of Platinum(II) Complexes with Diazine-Based Ligands 含重氮配体的铂(II)配合物的光致发光。
IF 7 2区 化学 Q1 CHEMISTRY, MULTIDISCIPLINARY Pub Date : 2024-06-07 DOI: 10.1002/tcr.202300335
Mariia Hruzd, Raphaël Durand, Sébastien Gauthier, Pascal le Poul, Françoise Robin-le Guen, Sylvain Achelle

In the last past twenty years, research on luminescent platinum (II) complexes has been intensively developed for useful application such as organic light emitting diodes (OLEDs). More recently, new photoluminescent complexes based on diazine ligands (pyrimidine, pyrazine, pyridazine, quinazoline and quinoxaline) have been developed in this context. This review will summarize the photophysical properties of most of the phosphorescent diazine Pt(II) complexes described in the literature and compare the results to pyridine analogues whenever possible. Based on the emission color, and the photoluminescence quantum yield (PLQY) values, the relationship between structure modification, and photophysical properties are highlighted. Tuning of emission color, quantum yields in solution and solid state and, for some complexes, aggregation induced emission (AIE) or thermally activated delayed fluorescence (TADF) properties are described. When emitting OLEDs have been built from diazine Pt(II) complexes, the external quantum efficiency (EQE) values and luminance for different emission wavelengths and in some cases, chromaticity coordinates obtained from devices, are given. Finally, this review highlights the growing interest in studies of new luminescent diazine Pt(II) complexes for OLED applications.

在过去的二十年里,有关发光铂(II)配合物的研究得到了深入的发展,这些配合物被广泛应用于有机发光二极管(OLED)等领域。最近,基于重氮配体(嘧啶、吡嗪、哒嗪、喹唑啉和喹喔啉)的新型光致发光配合物也得到了开发。本综述将总结文献中描述的大多数磷光重氮铂(II)配合物的光物理特性,并尽可能将结果与吡啶类似物进行比较。根据发射颜色和光致发光量子产率 (PLQY) 值,重点介绍了结构修饰与光物理性质之间的关系。介绍了发射颜色、溶液和固态量子产率的调节,以及某些复合物的聚集诱导发射(AIE)或热激活延迟荧光(TADF)特性。在利用重氮铂(II)复合物制造发光有机发光二极管时,还给出了不同发射波长的外部量子效率(EQE)值和亮度,在某些情况下还给出了从设备中获得的色度坐标。最后,本综述强调了人们对重氮铂(II)新发光配合物在 OLED 应用中的研究兴趣与日俱增。
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引用次数: 0
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