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Abstract: A new class of intermolecular olefin aminooxygenation reaction is described. This reaction utilizes the classic halonium intermediate, as a regio‐ and stereochemical template, to accomplish the selective oxyamination of both activated and unactivated alkenes. Notably, urea chemical feedstock can be directly introduced as the N‐ and O‐source and simple iodide salt can be utilized as the catalyst. This formal [3+2] cycloaddition process provides a highly modular entry to a range of useful heterocyclic products with excellent selectivities and functional group tolerance.
Metal‐organic frameworks (MOFs) are a class of porous materials that show promise in the removal of Toxic Industrial Chemicals (TICs) from contaminated airstreams, though their development for this application has so far been hindered by issues of water stability and the wide availability and low cost of traditionally used activated carbons.
Schrock–Osborn type cationic rhodium phosphine complexes, discovered and extensively studied since the 1970s, have formed the foundation of modern homogeneous and asymmetric catalysis. Cobalt, the first‐row congener of rhodium, is an attractive surrogate for this privileged class of catalysts, yet their cobalt analogues have remained elusive for over 40 years. In their Communication (DOI: 10.1002/anie.201903766), P. J. Chirik and co‐workers report the first syntheses and characterization of these sought‐after cobalt complexes and their performance in asymmetric hydrogenation reactions.
1‐Hydroxytaxinine (1) is a cytotoxic taxane diterpenoid. Its central 8‐membered B‐ring possesses four oxygen‐functionalized centers (C1, 2, 9, and 10) and two quaternary carbons (C8 and 15), and is fused with 6‐membered A‐ and C‐rings. The densely functionalized and intricately fused structure of 1 makes it a highly challenging synthetic target. We developed an efficient radical‐based strategy for assembling 1 from A‐ and C‐ring fragments. A‐ring 5 bearing the a‐alkoxyacyl telluride moiety underwent intermolecular coupling with C‐ring 6 via a Et3B/O2‐promoted decarbonylative radical formation. After construction of the C8‐quaternary stereocenters, a pinacol coupling reaction of 4 using a low‐valent titanium reagent formed the B‐ring of 3 wi.
Electricity powers the synthesis of highly substituted benzimidazolone and benzoxazolone derivatives through de novo construction of the benzene and heterocyclic rings from acyclic substrates, as described by H.‐C. Xu and co‐workers in their Communication (DOI: 10.1002/anie.201904931).
Inspired by hydrophobic interface, a novel design of “polysulfide‐phobic” interface was proposed and developed to restrain shuttle effect in lithium‐sulfur batteries. Two‐dimensional VOPO4 sheets with adequate active sites were employed to immobilize the polysulfides via the formation of V‐S bond. Moreover, owing to the intrinsic Coulomb repulsion between polysulfide anions, the surface anchored with polysulfides can be further evolved into a “polysulfide‐phobic” interface, which was demonstrated by the advanced time/space‐resolved operando Raman evidences. In particular, by introducing the “polysulfide‐phobic” surface design into separator fabrication, the lithium‐sulfur battery performed a superior long‐term cycling stability. This work e.
The power of chemical light generation (chemiluminescence) is used to drive polymerization reactions. A biphasic reaction is developed such that light generating reactions are confined to the organic phase, and photopolymerization occurs in the aqueous phase. Well‐defined RAFT‐capped polymers are synthesized and the kinetics are shown to be dictated by light generation.
Orthocetamol is a regioisomer of the well‐known pain medication paracetamol and a promising analgesic and an anti‐arthritic medicament itself. However, orthocetamol cannot be grown as single crystals suitable for X‐ray diffraction, so its crystal structure has remained a mystery for more than a century. We report here the ab‐initio structure determination of orthocetamol obtained by 3D electron diffraction, combining a low dose acquisition method and a dedicated single electron detector for recording the diffracted intensities. The structure is monoclinic, with a pseudo‐tetragonal cell that favors multiple twinning on a scale of a few tens of nanometers. The successful application of 3D electron diffraction to orthocetamol introduces a new
All‐acceptor polymers have been of significant fundamental and technical interests. However, their challenging synthesis by Stille or Suzuki polycondensations has prevented the development and understanding of such polymers. Alternatively, direct arylation polycondensation (DArP) appeared as an efficient method for producing semiconducting polymers without using the tin or boric acid ester precursors. However, the conventional DArP often requires monomers with an orienting or activating group for the reactive carbon‐hydrogen (C‐H) bonds, which limits the choice of acceptor units. In this study, we describe the successful example of DArP for producing high‐molecular‐weight all‐acceptor polymers comprised of the acceptor monomers without any
Further exploring optimal path to develop efficient alternative electrocatalysts are urgent. The modulation of electron density is turned out to be one of effective options. Herein, p‐n junctions are constructed in 3D free‐standing FeNi‐LDH/CoP/carbon cloth (CC) electrode. The positively charged FeNi‐LDH in the space‐charge region can significantly boost oxygen evolution reaction. Therefore, the j at 1.485 V (vs RHE) of FeNi‐LDH/CoP/CC achieves ~10‐fold and ~100‐fold increases compared to those of FeNi‐LDH/CC and CoP/CC, respectively. Density functional theory calculation reveals OH‐ has a stronger trend to adsorb on the surface of FeNi‐LDH side in the p‐n junction compared to individual FeNi‐LDH further verifying the synergistic effect in
Organic micropollutants (MPs) are anthropogenic substances that contaminate water resources at trace concentrations. Many MPs, including per‐ and polyfluorinated alkyl substances (PFASs), have come under increased scrutiny because of their environmental persistence and association with various health problems. A β‐cyclodextrin polymer linked with tetrafluoroterephthalonitrile (TFN‐CDP) has high affinity for cationic and many neutral MPs from contaminated water because of anionic groups incorporated during the polymerization. But TFN‐CDP does not bind many anionic MPs strongly, including anionic PFASs. To address this shortcoming, we reduced the nitrile groups in TFN‐CDP to primary amines, which reverses its affinity towards charged MPs. TFN.
Modifying the electronic properties of olefins represents the quintessential approach to tuning alkene reactivity. In this context, the exploration of trifluoromethyl groups as divergent electronic modifiers has not been considered. Here, we describe a copper‐mediated 1,2‐(bis)trifluoromethylation of acetylenes to create—in a single step—E‐hexafluorobutenes (E‐HFBs). The reaction proceeds with high yield and E/Z selectivity. Since the alkyne captures two trifluoromethyl groups from each molecule of bpyCu(CF3)3, mechanistic studies were conducted to illuminate the role of reactants. Interestingly, E‐HFBs exhibit remarkable stability to standard olefin functionalization reactions in spite of the pendant trifluoromethyl groups. This finding ha.
Mining microbial genomes including those of Streptomyces reveals the presence of a large number of biosynthetic gene clusters. Unraveling this genetic potential was proven to be a useful approach for novel compound discovery. Here, we report the heterologous expression of two similar P450‐associated cyclodipeptide synthases‐containing gene clusters in Streptomyces coelicolor and identification of eight rare and novel natural products, C3‐guaninyl indole alkaloids guanitrypmycins. Expression of different gene combinations proved that the cyclodipeptide synthases assemble cyclo‐L‐Trp‐L‐Phe and cyclo‐L‐Trp‐L‐Tyr, which are consecutively and regiospecifically modified by cyclodipeptide oxidases, cytochrome P450 enzymes, and N‐methyltransferases.
The treatment of bacterial infection is increasingly challenged by the rapid emergence of antibiotic resistance. Among various alternatives, anti‐adhesion therapies that interfere with the bacterial adhesion to the host are attractive, as they avoid direct disruption of bacterial cycles for killing and thus may alleviate resistance development. Herein, an anti‐adhesion nanomedicine platform is made by wrapping synthetic polymeric cores with bacterial outer membranes. The resulting bacterium‐mimicking nanoparticles (denoted ‘OM‐NPs’) compete with source bacteria for binding to the host, overcome network complexity of bacterial virulence, and ultimately inhibit bacterial adhesion. The ‘top‐down’ fabrication of OM‐NPs avoids the identification.
Developing molecules with high emission efficiency both in solution and the solid state is still a great challenge, since most organic luminogens are either aggregation‐caused quenching or aggregation‐induced emission molecules. We overcame this dilemma via integrating planar and distorted structures with long alkyl side chains to achieve DAπAD type emitters. Linear diphenyl‐diacetylene core and charge transfer effect ensure considerable planarity of these molecules in excited state, allowing strong emission in dilute solution (quantum yield up to 98.2 %). On the other hand, intermolecular interactions of two distorted cyanostilbene units restrict molecular vibration and rotation, and long alkyl chains reduce the quenching effect from π‐π s.
Additions of beryllium‐halide bonds in the simple beryllium dihalide adducts, [BeX2(tmeda)] (X = Br ot I), across the metal center of a neutral aluminum(I) heterocycle, [:Al(DipNacnac)] (DipNacnac = [(DipNCMe)2CH]‐, Dip = 2,6‐diisopropylphenyl), have yielded the first examples of compounds with beryllium‐aluminum bonds, [(DipNacnac)(X)Al−Be(X)(tmeda)] (tmeda = N,N,N',N'‐tetramethylethylenediamine).
Living systems are characterised by an ability to sustain chemical reaction networks far‐from‐equilibrium. It is likely that life first arose through a process of continual disruption of equilibrium states in recursive reaction networks, driven by periodic environmental changes allowing the emergence of a memory. Herein, we report the emergence of proto‐enzymatic function from recursive polymerisation reactions using amino acids and glycolic acid over four wet‐dry cycles. Reactions are kept out of equilibrium by diluting products 9:1 in fresh starting solution at the end of each recursive cycle, and the development of complex high molecular weight species is explored using a new metric, the Mass Index, which allows the complexity of the sys.
A one‐pot reaction of A1/A2‐thiopyridyl pillar[5]arene (L) with silver(I) trifluoroacetate in the presence of the linear dinitrile guest C8, [CN(CH2)nCN, n = 8], afforded the first example of a two‐dimensional (2D) poly‐pseudo‐rotaxane {[(μ4‐Ag)2(C8@L)2(μ‐C8)](CF3CO2)2}n.

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