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Mechanochemical difluoromethylation of (thio)phenols and N-heterocycles (硫)酚和N -杂环的机械化学二氟甲基化
IF 3.2 4区 化学 Q2 Chemistry Pub Date : 2023-09-13 DOI: 10.1002/ijch.202300109
Joseph Ford, Benjamin Hopkin, Jeroen B. I. Sap, Véronique Gouverneur

Herein, we report a minimalistic protocol for the solvent-free, mechanochemical difluoromethylation of (thio)phenols and N-heteroarenes using non-ozone depleting chlorodifluoromethyl phenyl sulfone as a difluorocarbene source. This mechanochemical difluoromethylation features a short reaction time, excellent functional group tolerance, and compatibility with complex biologically active scaffolds.

在这里,我们报告了一个简单的方案,无溶剂,机械化学二氟甲基化(硫)苯酚和N -杂环芳烃使用非臭氧消耗氯二氟甲基苯基砜作为二氟化苯的来源。这种机械化学的二氟甲基化具有反应时间短、良好的官能团耐受性和与复杂的生物活性支架的相容性。
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引用次数: 0
Calix[8]arene-Based Manganese Complexes for Electrocatalytic CO2 Reduction 用于电催化二氧化碳还原的钙[8]炔基锰配合物
IF 2.3 4区 化学 Q3 CHEMISTRY, MULTIDISCIPLINARY Pub Date : 2023-09-11 DOI: 10.1002/ijch.202300083
Armando Berlanga-Vázquez, Ivan Castillo

Transition metal catalysts with modified second-coordination sphere employed in the electrocatalytic CO2 can result in increased activity or directed product selectivity. Calixarenes can form metal complexes and potentially catalyze reactions within its cavity, taking advantage of the surrounding phenols groups to tune the reactivity by second-coordination sphere effects. Here, we present a Mn(I) bromotricarbonyl complex with phenanthroline-functionalized calix[8]arene ligands capable of electrocatalytically reducing CO2 into different products with 2,2,2-trifluoroethanol as proton donor. The selectivity of the reaction seems to be affected by the calixarene cavity: two calixarene-free analogous complexes reduce CO2 to CO almost exclusively, while the calixarene complexes produce primarily CO, H2. Interestingly, in some cases the less frequently observed CH4 was also detected, albeit with low Faradaic efficiency. Thus, the manganese center placed within the calixarene cavity promotes the formation of reduced CO2 products by more than two electrons and two protons, affording CH4 in some cases.

在电催化 CO2 中使用具有改性第二配位层的过渡金属催化剂可以提高活性或定向产品选择性。六碳烯可以形成金属配合物,并有可能在其空腔内催化反应,利用周围的酚基,通过第二配位层效应来调节反应活性。在此,我们介绍了一种具有菲罗啉功能化钙[8]烯配体的溴羰基锰(I)配合物,该配合物能够以 2,2,2-三氟乙醇为质子供体,通过电催化将 CO2 还原成不同的产物。反应的选择性似乎受到钙[8]烯空腔的影响:两种不含钙[8]烯的类似配合物几乎只将 CO2 还原成 CO,而钙[8]烯配合物则主要生成 CO 和 H2。有趣的是,在某些情况下还能检测到不太常见的 CH4,尽管法拉第效率较低。因此,放置在钙铝烯烃空腔中的锰中心通过两个以上的电子和两个质子促进了还原 CO2 产物的形成,在某些情况下产生了 CH4。
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引用次数: 0
Exploring the Sequence Space of Antimicrobial Peptide Dendrimers 抗菌肽树状大分子序列空间的探索
IF 3.2 4区 化学 Q2 Chemistry Pub Date : 2023-09-11 DOI: 10.1002/ijch.202300096
Xingguang Cai, Alice Capecchi, Basak Olcay, Markus Orsi, Sacha Javor, Jean-Louis Reymond

There is an urgent need to develop new antibacterial agents against multidrug resistant bacteria. Herein we report our investigation of antimicrobial peptide dendrimers (AMPDs) active against Gram-negative bacteria, whose sequences were designed using a genetic algorithm optimizing molecular similarity to the previously reported AMPD T7 with sequence (KL)8(KKL)4(KKLL)2KKKL. Our computational approach selected analogues unlikely to emerge from a systematic study, including AMPD X66 with a non-conservative Leu→Glu mutation at the dendrimer core which proved compatible with antibacterial effects. Circular dichroism showed that this AMPD is α-helical. Molecular dynamics suggest that its α-helical structure is stabilized by an intramolecular salt bridge involving the core glutamate side chain and a lysine side chain in the dendrimer branches. More substantial variations at the dendrimer core were also tolerated such as the installation of the dianionic pegylated fatty acid side chain of the drug semaglutide potentially useful for in vivo studies.

摘要针对多重耐药细菌,迫切需要开发新的抗菌药物。在此,我们报道了对革兰氏阴性细菌具有活性的抗菌肽树状大分子(AMPDs)的研究,其序列采用遗传算法设计,优化了与先前报道的AMPD T7的分子相似性,序列为(KL) 8 (K KL) 4 (K KLL) 2 K KKL。我们的计算方法选择了不太可能从系统研究中出现的类似物,包括AMPD X66,其树突核心具有非保守的Leu→Glu突变,证明其具有抗菌作用。圆二色性表明该AMPD是α‐螺旋形的。分子动力学表明它的α‐螺旋结构是由分子内盐桥稳定的,盐桥包括核心谷氨酸侧链和树突分支上的赖氨酸侧链。在树状大分子核心的更实质性的变化也被容忍,例如安装药物semaglutide的重阴离子聚乙二醇脂肪酸侧链,可能对体内研究有用。
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引用次数: 0
Functions and Pathological Dysfunctions of RNA and Proteins: ICS Symposium Honoring Wolf Prize Laureates Chuan He, Jeffrey W. Kelly, and Hiroaki Suga: June 14, 2023, The Weizmann Institute of Science, Rehovot, Israel RNA和蛋白质的功能和病理功能障碍:ICS研讨会表彰沃尔夫奖获得者。Kelly和Hiroaki Suga: 2023年6月14日,以色列Rehovot魏茨曼科学研究所
IF 3.2 4区 化学 Q2 Chemistry Pub Date : 2023-09-06 DOI: 10.1002/ijch.202300126
Ehud Keinan

The Annual Wolf Prize Symposia of the Israel Chemical Society (ICS) have become a significant component of the scientific landscape of the State of Israel. These highly attended events occur annually in late May or early June as part of the Wolf Prize week, usually one day before the award ceremony in the Knesset. This account covers the one-day symposium at the Weizmann Institute of Science on June 14, 2023, the Wolf Prize ceremony in the Knesset on June 15, and several other events in Israel that week, all honoring Chuan He, Jeffrey W. Kelly, and Hiroaki Suga.

以色列化学学会年度沃尔夫奖研讨会已成为以色列国科学景观的重要组成部分。这些备受关注的活动每年在5月底或6月初举行,作为沃尔夫奖周的一部分,通常在以色列议会颁奖典礼的前一天举行。本报道涵盖了2023年6月14日在魏茨曼科学研究所举行的为期一天的研讨会、6月15日在以色列议会举行的沃尔夫奖颁奖典礼,以及本周在以色列举行的其他几场活动,所有这些活动都是为了表彰川河、杰弗里·W·凯利和菅义伟。
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引用次数: 0
Ferrocene as a Redox Catalyst for Organic Electrosynthesis 二茂铁作为有机电合成的氧化还原催化剂
IF 3.2 4区 化学 Q2 Chemistry Pub Date : 2023-08-23 DOI: 10.1002/ijch.202300097
Na Chen, Zheng-Jian Wu, Hai-Chao Xu

Despite substantial advancements in thermal and photochemical catalysis, the evolution of similar processes within the realm of organic electrochemistry has seen a slower pace. However, recent years have heralded a remarkable surge in molecular electrocatalysis. This innovative technique harnesses the power of molecular catalysts to expedite electrochemical transformations. This article underscores the application of ferrocene (Fc) as a redox catalyst in organic electrosynthesis. It delves into the extensive utilization of Fc in organic electrosynthesis, particularly emphasizing its role in the electrocatalytic generation and reactions of heteroatom- and carbon-centered radicals, among various other reactions.

尽管在热催化和光化学催化方面取得了实质性进展,但有机电化学领域内类似过程的发展速度较慢。然而,近年来分子电催化出现了显著的激增。这项创新技术利用分子催化剂的力量来加速电化学转化。本文着重介绍了二茂铁作为氧化还原催化剂在有机电合成中的应用。它深入研究了Fc在有机电合成中的广泛应用,特别强调了它在电催化生成和杂原子和碳中心自由基的反应以及各种其他反应中的作用。
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引用次数: 0
Transition Metal-Catalyzed Electroreductive Cross-Couplings for C−C Bond Formation 过渡金属催化的C−C键形成的电还原交叉偶联
IF 3.2 4区 化学 Q2 Chemistry Pub Date : 2023-08-16 DOI: 10.1002/ijch.202300074
Meng-Yu Gao, Dr. Corinne Gosmini

This mini review provides an overview of a range of Ni-, Co- and Pd-catalyzed electroreductive cross-coupling reactions. The combination of homogeneous transition-metal catalysis and electrochemistry are green alternatives to traditional reductive cross-coupling reactions to form Csp2-Csp2, Csp2-Csp3 and some Csp3-Csp3 bonds in one step. Most of these reactions use the sacrificial anode process.

这篇小型综述概述了一系列镍、钴和钯催化的电还原交叉偶联反应。均相过渡金属催化和电化学的结合是传统还原性交叉偶联反应的绿色替代品,可以一步形成Csp2‐Csp2、Csp2−Csp3和一些Csp3‐Csp3键。这些反应大多使用牺牲阳极工艺。
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引用次数: 0
Protecting Group-Free Gold-Catalyzed Synthesis of 2-Acylidene-3-Oxindoles and Azaaurones via a Double Oxidation Strategy 通过双氧化策略保护无基金催化合成2 -酰基- 3 -氧吲哚和氮唑酮
IF 3.2 4区 化学 Q2 Chemistry Pub Date : 2023-08-10 DOI: 10.1002/ijch.202300094
Xinlong Song, Ximei Zhao, Zhongyi Zeng, Frank Rominger, Matthias Rudolph, A. Stephen K. Hashmi

A one-pot synthesis of 2-acylidene-3-oxindole and azaaurone derivatives starting from O-alkynylanilines and alkynes is presented. By means of oxidative gold catalysis the two starting materials are transferred to reactive intermediates that in situ form the target products. This double oxidation strategy enables a protecting group-free step-economic strategy towards these valuable substrate classes.

介绍了以O -炔基苯胺和炔为起始原料,一锅法合成2 -酰基- 3 -氧吲哚和氮唑酮衍生物的方法。通过氧化金催化,将两种起始材料转移到原位形成目标产物的反应中间体。这种双重氧化策略使得对这些有价值的基材类别的保护组-无步骤-经济策略成为可能。
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引用次数: 0
Advances in Mass Spectrometry-Based Structural Proteomics: Development of HDX-MS and XL-MS Techniques from Recombinant Protein to Cellular Systems 基于质谱的结构蛋白组学研究进展:从重组蛋白到细胞系统的HDX‐MS和XL‐MS技术的发展
IF 3.2 4区 化学 Q2 Chemistry Pub Date : 2023-08-07 DOI: 10.1002/ijch.202300084
Valentine V. Courouble, Matthew D. Mann, Patrick R. Griffin

Mass spectrometry (MS) is a central analytical technique used to study proteins and biomolecules. It measures mass-to-charge ratio of ions to identify and quantify molecules in simple and complex mixtures. Technological advancement in instrumentation, sample preparation methodologies, and data analysis workflows continue to push the capabilities of MS to answer more complicated questions and vice versa. Structural proteomics uses MS-based methodologies to characterize protein structure. Specifically, but not limited to, hydrogen deuterium exchange MS (HDX-MS) and crosslinking MS (XL-MS) are complementary techniques that capture the structural plasticity inherent to proteins in solution. This review is intended to present recent progress in HDX-MS and XL-MS that have allowed these techniques to be used not only for simple recombinant protein systems but with complex cellular systems.

质谱(MS)是一种用于研究蛋白质和生物分子的核心分析技术。它测量离子的质量电荷比,以识别和量化简单和复杂混合物中的分子。仪器、样品制备方法和数据分析工作流程方面的技术进步继续推动质谱的能力,以回答更复杂的问题,反之亦然。结构蛋白质组学使用基于质谱的方法来表征蛋白质结构。具体来说,但不限于,氢氘交换质谱(HDX‐MS)和交联质谱(XL‐MS)是互补的技术,可以捕获溶液中蛋白质固有的结构可塑性。本综述旨在介绍HDX - MS和XL - MS的最新进展,这些进展使这些技术不仅可以用于简单的重组蛋白系统,还可以用于复杂的细胞系统。
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引用次数: 0
Cover Picture: (Isr. J. Chem. 7-8/2023) 封面图片:(Isr.J.Chem.7-8/2023)
IF 3.2 4区 化学 Q2 Chemistry Pub Date : 2023-08-03 DOI: 10.1002/ijch.202380701

The cover art presents Helmut Schwarz surrounded by his favorite chemistry - a collage of graphical display items selected from several papers previously published by Helmut Schwarz and his research group.

封面艺术展示了赫尔穆特·施瓦茨(Helmut Schwarz)被他最喜欢的化学包围的情景,这是一幅从赫尔穆特·Schwarz和他的研究小组之前发表的几篇论文中选出的图形展示项目的拼贴画。
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引用次数: 0
Redox-Responsive Macrocyclic Hosts Based on Calix[4]arene and Calix[4]resorcinarene Scaffolds 基于杯[4]芳烃和杯[4]间苯二酚芳烃支架的氧化还原响应性大环主体
IF 2.3 4区 化学 Q3 CHEMISTRY, MULTIDISCIPLINARY Pub Date : 2023-08-02 DOI: 10.1002/ijch.202300075
Vladimir A. Azov, Francois J. De Beer

Calix[4]arenes and calix[4]resorcinarenes are well-known macrocyclic hosts that can be tailored to bind guests of very different natures, including anions, cations, and various neutral molecules. The molecular architectures of the hosts can be altered in many ways: by attaching polar or hydrophilic groups, extending inner cavities with enlarged aromatic side walls, and adding H-bonding sites to promote the formation of molecular capsules. The attachment of different types of redox-active moieties renders calix[4]arene and calix[4]resorcinarene derivatives electrochemically active, enabling them to either control the guest-binding properties of the receptors or be used as electrochemical sensors. This review will focus on calix[4]arene and calix[4]resorcinarene macrocyclic hosts with appended redox-active groups, such as ferrocene, tetrathiafulvalene, and quinone. We will discuss molecular receptors that can serve as redox sensors for cations or electron-deficient molecules or can bind and release their guests controlled by redox or electrochemical stimuli.

钙并[4]烯和钙并[4]间苯二酚是众所周知的大环宿主,它们可以进行定制,以结合不同性质的客体,包括阴离子、阳离子和各种中性分子。可以通过多种方式改变宿主的分子结构:附加极性或亲水基团、扩大芳香族侧壁以扩展内腔,以及添加 H 键位点以促进分子胶囊的形成。附着不同类型的氧化还原活性分子可使钙并[4]炔和钙并[4]间苯二酚衍生物具有电化学活性,使它们能够控制受体的客体结合特性或用作电化学传感器。本综述将重点讨论带有氧化还原活性基团(如二茂铁、四硫富缬烯和醌)的钙[4]炔和钙[4]间苯二酚大环宿主。我们将讨论可作为阳离子或缺电子分子氧化还原传感器的分子受体,或可在氧化还原或电化学刺激的控制下结合和释放客体的分子受体。
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引用次数: 0
期刊
Israel Journal of Chemistry
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