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| Open AccessThe influence of the molecular packing on the room temperature phosphorescence of purely organic luminogens
Organic luminogens with persistent room temperature phosphorescence will find wide applications in optoelectronic devices and bioimaging, but they are still scarce. Here, the authors synthesize seven organic luminogens and investigate their different properties and potential imaging applications.
- Jie Yang
- , Xu Zhen
- & Zhen Li
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Article
| Open AccessCobalt-catalyzed electrooxidative C-H/N-H [4+2] annulation with ethylene or ethyne
Catalytic methodologies that incorporate commodity chemicals ethylene and ethyne into fine chemicals are quite limited. Here, the authors show a cobalt-catalyzed electrochemical C-H/N–H [4+2] annulation of aryl/vinyl amides with ethylene or ethyne to produce N-heterocycles in absence of oxidants.
- Shan Tang
- , Dan Wang
- & Aiwen Lei
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Article
| Open AccessExpedient syntheses of N-heterocycles via intermolecular amphoteric diamination of allenes
Saturated N-heterocycle rings are common structural motifs of many FDA-approved drugs. Here, the authors show that a metal-free amphoteric diamination of allenes produces valuable six-, seven- and eight-membered N-heterocycles with high diversity and tolerance of functional groups on the ring.
- Zhishi Ye
- , Sarju Adhikari
- & Mingji Dai
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Article
| Open AccessSelf-assembly of emissive supramolecular rosettes with increasing complexity using multitopic terpyridine ligands
Metal coordination of multitopic ligands is a powerful approach to building complex, functional architectures. Here, the authors construct three generations of fluorescent supramolecular rosettes by coordination of aggregation-induced emissive ligands, including a 2nd-generation macrocycle that emits pure white light.
- Guang-Qiang Yin
- , Heng Wang
- & Xiaopeng Li
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Article
| Open AccessHigher-generation type III-B rotaxane dendrimers with controlling particle size in three-dimensional molecular switching
The complexity of rotaxane dendrimers poses a great synthetic challenge and the synthesis of higher generation rotaxane dendrimers has therefore rarely been reported. Here the authors report the synthesis of acid-base switchable rotaxane dendrimers up to generation 4 and demonstrate the uptake and release of guest molecules.
- Chak-Shing Kwan
- , Rundong Zhao
- & Ken Cham-Fai Leung
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Article
| Open AccessDual catalysis for enantioselective convergent synthesis of enantiopure vicinal amino alcohols
Chiral vicinal amino alcohols are found in many bioactive compounds and may serve as chiral ligands. Here, the authors report a photocatalytic enantioselective cross-coupling of nitrones with aromatic aldehydes with a chiral ligand-coordinated rare earth ion synergistically producing enantiopure vicinal amino alcohols.
- Chen-Xi Ye
- , Yared Yohannes Melcamu
- & Pei-Qiang Huang
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Article
| Open AccessAu@Nb@H x K1-xNbO3 nanopeapods with near-infrared active plasmonic hot-electron injection for water splitting
Although near-infrared light makes up a large portion of the solar spectrum, harvesting it for photocatalytic applications remains challenging. Here the authors deposit unidirectional Au@Nb core-shell nanoparticles into tubular H x K1–xNbO3 nanoscrolls and report cooperative full solar spectrum absorption.
- Ying-Chu Chen
- , Yu-Kuei Hsu
- & Claus Feldmann
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Article
| Open AccessLigands with 1,10-phenanthroline scaffold for highly regioselective iron-catalyzed alkene hydrosilylation
Hydrosilylation of alkenes poses substantial challenges in terms of regioselectivity. Here, the authors report iron complexes with 1,10-phenantroline ligand scaffolds which display benzylic selectivity in the hydrosilylation of internal alkenes and Markovnikov selectivity with terminal styrenes and 1,3-dienes.
- Meng-Yang Hu
- , Qiao He
- & Shou-Fei Zhu
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Article
| Open AccessFrom stable Sb- and Bi-centered radicals to a compound with a Ga=Sb double bond
Radicals of heavy main-group elements represent important intermediates in chemical synthesis, yet few have been isolated. Here the authors stabilize neutral stibinyl and bismuthinyl radicals using gallium-based ligands, and reduce the former to afford a Ga=Sb double bond-containing complex.
- Chelladurai Ganesamoorthy
- , Christoph Helling
- & Stephan Schulz
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Article
| Open AccessCatalytic asymmetric synthesis of a nitrogen heterocycle through stereocontrolled direct photoreaction from electronically excited state
Despite intensive research on photoexcited molecules, stereocontrol of direct bond formation upon photoexcitation remains limited. Here the authors expand the research on stereocontrolled bond forming photochemistry and introduce the catalytic asymmetric synthesis of chiral nitrogen heterocycles.
- Xiaoqiang Huang
- , Xinyao Li
- & Eric Meggers
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Article
| Open AccessIron-based nanocatalyst for the acceptorless dehydrogenation reactions
Catalytic acceptorless dehydrogenation reactions provide a sustainable route to valuable products and hydrogen fuel. Here, the authors show a recyclable iron catalyst that is highly active in the acceptorless dehydrogenation of a wide range of N-heterocycles and alcohols.
- Garima Jaiswal
- , Vinod G. Landge
- & Ekambaram Balaraman
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Article
| Open AccessA modular synthesis of tetracyclic meroterpenoid antibiotics
Polycyclic meroterpenoids show a wide range of biological activities. Here, the authors report a modular approach to synthesize a number of natural and non-natural tetracyclic meroterpenoids, which display antibiotic activity against methicillin-resistant Staphylococcus aureus.
- Raphael Wildermuth
- , Klaus Speck
- & Thomas Magauer
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Article
| Open AccessPulsed electroconversion for highly selective enantiomer synthesis
Synthesis of chiral molecules mostly relies on asymmetric catalysis. Here, the authors developed a pulsed electrochemical method to convert a prochiral ketone into the corresponding chiral alcohols with very high enantioselectivity on chiral-imprinted mesoporous platinum.
- Chularat Wattanakit
- , Thittaya Yutthalekha
- & Alexander Kuhn
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Article
| Open AccessHighly enantioselective catalytic synthesis of chiral pyridines
Chiral pyridines are valuable building blocks in medicinal chemistry applications. Here, the authors report the copper-catalysed Lewis acid-assisted asymmetric alkylation of β-substituted alkenyl pyridines with Grignard reagents affording chiral pyridines with excellent enantioselectivity.
- Ravindra P. Jumde
- , Francesco Lanza
- & Syuzanna R. Harutyunyan
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Article
| Open AccessUncovering active precursors in colloidal quantum dot synthesis
Little is understood about the chemical evolution of precursors to quantum dots. Here, the authors find that under the high temperature conditions typical of CdSe quantum dot synthesis, precursors decompose into highly reactive species in a critical first step before forming monomers and finally nanocrystals.
- Leah C. Frenette
- & Todd D. Krauss
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Article
| Open AccessAtomic-level molybdenum oxide nanorings with full-spectrum absorption and photoresponsive properties
Nanostructures with atomic-level thicknesses have the potential to exhibit unique size-dependent properties. Here the authors fabricate sulfur-doped molybdenum oxide architectures with tunable ring-in-ring morphologies and strong visible- and IR-light absorption, endowing them with a range of photoresponsive properties.
- Yong Yang
- , Yang Yang
- & Xun Wang
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Article
| Open AccessPrecise control of alloying sites of bimetallic nanoclusters via surface motif exchange reaction
Doping metal nanoclusters at specific sites is a powerful strategy for tuning their properties. Here, the authors precisely control the alloying sites of bimetallic nanoclusters by replacing entire surface motifs with structurally similar heteroatom motifs, tuning the surface composition motif-by-motif rather than atom-by-atom.
- Qiaofeng Yao
- , Yan Feng
- & Jianping Xie
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Article
| Open AccessAtomically-precise colloidal nanoparticles of cerium dioxide
Control over nanoparticle atomicity has not yet been extended to metal oxides. Here, the authors present the synthesis and X-ray crystal structures of a family of atomically precise ceria nanoclusters, a pivotal step for understanding the relationship between their atomic structure and reactivity.
- Kylie J. Mitchell
- , Khalil A. Abboud
- & George Christou
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Article
| Open AccessConvenient iron-catalyzed reductive aminations without hydrogen for selective synthesis of N-methylamines
N-methylated amines display high biological activity in living organisms. Here, the authors show the convenient synthesis of a wide range of biologically relevant N-methylamines via reduction of nitrobenzenes using a recyclable iron catalyst and paraformaldehyde without additional hydrogen pressure.
- Kishore Natte
- , Helfried Neumann
- & Matthias Beller
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Article
| Open AccessInflating hollow nanocrystals through a repeated Kirkendall cavitation process
Owing to their unique properties, hollow metal nanocrystals demonstrate greater catalytic promise than their solid counterparts. Here the authors produce hollow and inflated palladium nanocrystals with thin shells via a repeated Kirkendall cavitation process, and demonstrate their activity for formic acid oxidation.
- He Tianou
- , Weicong Wang
- & Yadong Yin
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Article
| Open AccessDirect observation of the nanoscale Kirkendall effect during galvanic replacement reactions
Hollow nanoparticles can be synthesized by galvanic replacement or the Kirkendall effect, which are generally regarded as two separate processes. Here, the authors use liquid TEM to follow the entire galvanic replacement of Ag nanocubes, finding experimental evidence that the Kirkendall effect is a key intermediate stage during hollowing.
- See Wee Chee
- , Shu Fen Tan
- & Utkur Mirsaidov
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Article
| Open AccessHydrogen substituted graphdiyne as carbon-rich flexible electrode for lithium and sodium ion batteries
Flexible batteries have been used to power wearable smart electronics and implantable medical devices. Here, the authors report a carbon-rich flexible hydrogen substituted graphdiyne electrode exhibiting superior electrochemical performance in lithium and sodium ion batteries.
- Jianjiang He
- , Ning Wang
- & Yuliang Li
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Article
| Open AccessA minimalist approach to stereoselective glycosylation with unprotected donors
Oligosaccharide synthesis is encumbered by multiple protection and deprotection steps. Here, the authors report a protection-free yet stereoselective and regioselective glycosylation strategy using boron-masked glycosyl donors, and demonstrate efficient synthesis of oligosaccharides over a wide substrate scope.
- Kim Le Mai Hoang
- , Jing-xi He
- & Xue-Wei Liu
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Article
| Open AccessStable and ordered amide frameworks synthesised under reversible conditions which facilitate error checking
Irreversible bond formation in covalent organic frameworks leads to amorphous materials. Here, the authors show that crystalline and ultra-stable covalent amide frameworks can be accessed by devitrification of amorphous polyamide networks.
- David Stewart
- , Dmytro Antypov
- & Matthew J. Rosseinsky
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Article
| Open AccessGrowth mechanism of strongly emitting CH3NH3PbBr3 perovskite nanocrystals with a tunable bandgap
The development of perovskite nanocrystals is limited by poor mechanistic understanding of their growth. Here, the authors systematically study the ligand-assisted reprecipitation synthesis of CH3NH3PbBr3 nanocrystals, revealing the effect of precursor and ligand concentrations on bandgap tunability.
- He Huang
- , Johannes Raith
- & Andrey L. Rogach
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Article
| Open AccessUnderstanding seed-mediated growth of gold nanoclusters at molecular level
Synthetic nanochemistry currently lacks the molecular step-by-step routes afforded to organic chemistry by total synthesis. Here, the authors track the seeded growth of atom-precise gold nanoclusters using mass spectrometry, revealing that the clusters evolve through a series of intermediates in two-electron steps.
- Qiaofeng Yao
- , Xun Yuan
- & Jianping Xie
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Article
| Open AccessBinary temporal upconversion codes of Mn2+-activated nanoparticles for multilevel anti-counterfeiting
Luminescent materials that are capable of binary temporal coding are desirable for multilevel anti-counterfeiting. Here, the authors engineer nanoparticles that produce binary color codes on different timescales by combining the long-lived luminescence of Mn2+ with the relatively short-lived emission of lanthanides.
- Xiaowang Liu
- , Yu Wang
- & Xiaogang Liu
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Article
| Open AccessShuttling single metal atom into and out of a metal nanoparticle
Doping a metal nanocluster with heteroatoms dramatically changes its properties, but it remains difficult to dope with single-atom control. Here, the authors devise a strategy to dope single atoms of Ag or Cu into hollow Au nanoclusters, creating precise alloy nanoparticles atom-by-atom.
- Shuxin Wang
- , Hadi Abroshan
- & Rongchao Jin
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Article
| Open AccessEnantioselective semireduction of allenes
Reduction of allenes poses several challenges in terms of chemo-, regio- and enantio-selectivity. Here, the authors report a rhodium-Josiphos catalytic system that reduces a variety of aryl allenes to chiral benzylic compounds with excellent selectivity and functional group tolerance.
- Zhiwei Chen
- & Vy M. Dong
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Article
| Open AccessExternal oxidant-free electrooxidative [3 + 2] annulation between phenol and indole derivatives
Electrochemical oxidation provides a green alternative to the use of hazardous chemical oxidants and forcing conditions. Here, the authors show the electrocatalytic cross-coupling of phenols and indoles to generate biologically relevant benzofuroindolines in high yields.
- Kun Liu
- , Shan Tang
- & Aiwen Lei
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Article
| Open AccessStereoselective one-pot synthesis of polypropionates
Polypropionates are present in many natural products possessing high bioactivity and therapeutic value. Here the authors show a strategy for the stereoselective assembly of polypropionates with three or four stereocentres through a process that includes a Diels–Alder reaction, silylenol ether hydrolysis and Baeyer–Villiger oxidation.
- Guo-Ming Ho
- , Medel Manuel L. Zulueta
- & Shang-Cheng Hung
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Article
| Open AccessPhotoelectrochemical oxidation of organic substrates in organic media
Photoelectrochemical water splitting is a promising method for H2 fuel production, but the O2 by-product generated has little economic value. Here, Berlinguette and colleagues demonstrate that BiVO4 photoanodes immersed in organic media can instead perform valuable alcohol oxidation and C–H functionalization reactions.
- Tengfei Li
- , Takahito Kasahara
- & Curtis P. Berlinguette
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Article
| Open AccessTumor-selective catalytic nanomedicine by nanocatalyst delivery
The specific metabolism of cancer cells may allow for selective tumor therapeutics. Here, the authors show that a suitable combination of an enzyme and iron nanoparticles loaded on dendritic silica induces apoptosis of cancer cells in response to the glucose-reliant and mild acidic microenvironment.
- Minfeng Huo
- , Liying Wang
- & Jianlin Shi
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Article
| Open AccessNon-aqueous selective synthesis of orthosilicic acid and its oligomers
Orthosilicic acid is essential to many natural and synthetic materials but notoriously difficult to isolate, limiting its use in materials synthesis. Here, the authors successfully synthesize and stabilize orthosilicic acid and its oligomers, making available a new family of building blocks for silicon oxide-based materials.
- Masayasu Igarashi
- , Tomohiro Matsumoto
- & Shigeru Shimada
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Article
| Open AccessStrain-induced skeletal rearrangement of a polycyclic aromatic hydrocarbon on a copper surface
Mechanical strains can induce chemical transformations otherwise inaccessible by conventional stimuli. Here, the authors show the unusual strain-induced transformation of a polycyclic aromatic hydrocarbon on a metal surface by means of atomic force microscopy.
- Akitoshi Shiotari
- , Takahiro Nakae
- & Yoshiaki Sugimoto
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Article
| Open AccessA practical and catalyst-free trifluoroethylation reaction of amines using trifluoroacetic acid
Amino and trifluoromethyl groups are ubiquitous within medicinal chemistry, but synthesis of fluoroalkylamines normally requires harsh conditions or sensitive reagents. Here the authors report an operationally simple, catalyst-free procedure for the trifluoroethylation of primary and secondary amines.
- Keith G. Andrews
- , Radmila Faizova
- & Ross M. Denton
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Article
| Open AccessTwo-step synthesis of chiral fused tricyclic scaffolds from phenols via desymmetrization on nickel
Tricyclic furanic compounds with multiple chiral centers are found in a variety of natural products. Here, the authors show a highly enantioselective nickel-catalyzed procedure to access tricyclic oxygen-containing scaffolds with five contiguous chiral centers.
- Ravindra Kumar
- , Yoichi Hoshimoto
- & Sensuke Ogoshi
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Article
| Open AccessAsymmetric Suzuki-Miyaura coupling of heterocycles via Rhodium-catalysed allylic arylation of racemates
Asymmetric Suzuki-Miyaura procedures often have difficulty incorporating heterocyclic reagents, despite the importance of these in the pharmaceutical industry. Here the authors report a rhodium catalysed cross-coupling that tolerates a wide variety of nucleophiles including a range of heterocycles.
- Philipp Schäfer
- , Thomas Palacin
- & Stephen P. Fletcher
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Article
| Open AccessAn autonomous organic reaction search engine for chemical reactivity
While automated reaction systems typically work for the synthesis of pre-defined molecules, automated systems to discover reactivity are more challenging. Here the authors report an autonomous organic reaction search engine that allows discovery of the most reactive pathways in a multi-reagent, multistep reaction system.
- Vincenza Dragone
- , Victor Sans
- & Leroy Cronin
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Article
| Open AccessSpaser as a biological probe
Advanced diagnostic probes are required for monitoring disease progression. Here Galanzhaet al. demonstrate a 22 nm plasmonic nanolaser to serve as a super-bright, biocompatible probe capable of generating stimulated emission directly inside living cells and animal tissue, while targeting cancer cells.
- Ekaterina I. Galanzha
- , Robert Weingold
- & Vladimir P. Zharov
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Article
| Open AccessEnantioselective decarboxylative chlorination of β-ketocarboxylic acids
Due to the synthetic utility of the products, stereoselective halogenation is a powerful method for the synthesis of chiral compounds. Here the authors report an enantioselective decarboxylative chlorination, giving access to a range of α-chloroketones.
- Kazutaka Shibatomi
- , Kazumasa Kitahara
- & Seiji Iwasa
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Article
| Open AccessBroad-spectrum kinetic resolution of alcohols enabled by Cu–H-catalysed dehydrogenative coupling with hydrosilanes
Kinetic resolution of alcohols by silylation is an attractive method to produce enantiopure compounds, but known systems often display limited substrate scope. Here the authors report a copper catalysed enantioselective dehydrogenative silylation of alcohols that have high selectivity across a broad range of substrates.
- Xichang Dong
- , Andreas Weickgenannt
- & Martin Oestreich
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Article
| Open AccessA reaction mode of carbene-catalysed aryl aldehyde activation and induced phenol OH functionalization
Selective functionalization of aromatic compounds is important in synthetic chemistry. Here the authors report anN-heterocyclic carbene-catalysed approach for enantioselectively converting ortho-hydroxyaldehydes to cyclic products, via activation of both phenol and aldehyde groups.
- Xingkuan Chen
- , Hongling Wang
- & Yonggui Robin Chi
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Article
| Open AccessSynthesis of spiro quasi[1]catenanes and quasi[1]rotaxanes via a templated backfolding strategy
Spiro compounds contain two or more rings linked together through one common atom. Here the authors provide a method to backfold both rings, producing spiro quasi[1]catenanes, via a strategy of temporarily linking the linear intermediates with covalent bonds.
- Luuk Steemers
- , Martin J. Wanner
- & Jan H. van Maarseveen
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Article
| Open AccessBrønsted acid-catalysed enantioselective construction of axially chiral arylquinazolinones
Axially chiral arylquinazolinones are structural motifs in several natural products and can also act as chiral ligands. Here, the authors show a chiral phosphoric acid-catalysed strategy to access enantiomerically pure arylquinazolinones by efficient transfer of central chirality into axial chirality.
- Yong-Bin Wang
- , Sheng-Cai Zheng
- & Bin Tan
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Article
| Open AccessTuning colloidal quantum dot band edge positions through solution-phase surface chemistry modification
The band edge positions of semiconductors decide their optoelectronic properties. Here, the authors establish a simple ligand exchange strategy to tune the band edge positions of colloidal PbS semiconductor quantum dots, revealing clear relationships between surface chemistry and band edge position.
- Daniel M. Kroupa
- , Márton Vörös
- & Matthew C. Beard
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Article
| Open AccessNew Blatter-type radicals from a bench-stable carbene
Blatter’s radicals are highly valuable stable organic free radicals, comprising a heterocyclic ring system functionalized with a heteroaryl or alkyl group at the C-3 position. Here, the authors report a synthetic strategy to obtain Blatter’s radical substituted with an amine and amide group.
- Jacob A. Grant
- , Zhou Lu
- & AnnMarie C. O’Donoghue
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Article
| Open AccessUsing shape to turn off blinking for two-colour multiexciton emission in CdSe/CdS tetrapods
CdSe/CdS tetrapods exhibit the unusual trait of two-colour multiexcitonic emission. Here Mishraet al. study this type of dual emission at the single-nanocrystal level. By tuning arm diameter and length they seek to understand shape-dependent evolution of the emission and of blinking behaviour.
- Nimai Mishra
- , Noah J. Orfield
- & Jennifer A. Hollingsworth
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Article
| Open AccessSelective C70 encapsulation by a robust octameric nanospheroid held together by 48 cooperative hydrogen bonds
Individual hydrogen bonds are weak, so self-assembling multiple components via hydrogen bonding is a significant challenge. Here the authors report a robust, enantiopure nanocapsule held together by 48 cooperative hydrogen bonds, and use it for the selective binding of C70.
- Grzegorz Markiewicz
- , Anna Jenczak
- & Artur R Stefankiewicz
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