Themed collection Most popular 2022 organic chemistry articles

27 items
Open Access Perspective

Umpolung strategies for the functionalization of peptides and proteins

This perspective highlights the growing body of literature that leverages polarity reversal (umpolung reactivity) for the selective modification of proteinogenic functionalities and identifies opportunities for further innovation.

Graphical abstract: Umpolung strategies for the functionalization of peptides and proteins
From the themed collection: 2022 ChemSci Pick of the Week Collection
Open Access Review Article

Photocatalytic C(sp3) radical generation via C–H, C–C, and C–X bond cleavage

C(sp3) radicals (R˙) are of broad research interest and synthetic utility.

Graphical abstract: Photocatalytic C(sp3) radical generation via C–H, C–C, and C–X bond cleavage
Open Access Edge Article

H-bond cooperativity: polarisation effects on secondary amides

Formation of an intramolecular phenol-amide H-bond leads to a dramatic increase in the H-bond donor strength of the amide NH group. Polarisation of the amide group is directly proportional to the polarity of the phenol H-bond donor.

Graphical abstract: H-bond cooperativity: polarisation effects on secondary amides
From the themed collection: Most popular 2022 organic chemistry articles
Open Access Edge Article

Fast relaxing red and near-IR switchable azobenzenes with chalcogen and halogen substituents: periodic trends, tuneable thermal half-lives and chalcogen bonding

The synthesis of red-shifted azobenzenes functionalised with heavy chalcogen and halogen substituents is reported, enabling photo-switching with red and near IR light and ZE thermal isomerization rates spanning seven orders of magnitude.

Graphical abstract: Fast relaxing red and near-IR switchable azobenzenes with chalcogen and halogen substituents: periodic trends, tuneable thermal half-lives and chalcogen bonding
From the themed collection: 2022 Chemical Science HOT Article Collection
Open Access Edge Article

BQ-AurIPr: a redox-active anticancer Au(I) complex that induces immunogenic cell death

A redox-active anticancer Au(I) complex that induces immunogenic cell death in non-small cell lung cancer cells has been identified. Mitochondrial oxidative stress leading to mitophagy-dependent secretion of various DAMPs is implicated as the main mechanism inducing ICD.

Graphical abstract: BQ-AurIPr: a redox-active anticancer Au(i) complex that induces immunogenic cell death
From the themed collection: Most popular 2022 organic chemistry articles
Open Access Edge Article

Discovery of novel drug-like antitubercular hits targeting the MEP pathway enzyme DXPS by strategic application of ligand-based virtual screening

We identified two drug-like antitubercular hits with submicromolar inhibition constants against the target 1-deoxy-D-xylulose-5-phosphate synthase (DXPS) with a new mode of action and promising activity against drug-resistant tuberculosis.

Graphical abstract: Discovery of novel drug-like antitubercular hits targeting the MEP pathway enzyme DXPS by strategic application of ligand-based virtual screening
From the themed collection: 2022 ChemSci Pick of the Week Collection
Open Access Edge Article

Highly contorted superhelicene hits near-infrared circularly polarized luminescence

This twisted superhelicene employed its twists and loops to shine chiral emission into the NIR region. The proof of its promising applicability in optoelectronic devices is the analogous chiroptical properties obtained in solution and thin films.

Graphical abstract: Highly contorted superhelicene hits near-infrared circularly polarized luminescence
From the themed collection: 2022 ChemSci Pick of the Week Collection
Open Access Edge Article

Ferroptosis promotes sonodynamic therapy: a platinum(II)–indocyanine sonosensitizer

A novel platinum(II)–cyanine complex showed a greater excellent sonodynamic therapeutic effect than photodynamic therapy in vivo. This work expands the biological applications of metal complexes from traditional photodynamic therapy to sonodynamic therapy.

Graphical abstract: Ferroptosis promotes sonodynamic therapy: a platinum(ii)–indocyanine sonosensitizer
From the themed collection: Most popular 2022 organic chemistry articles
Open Access Edge Article

Non-directed Pd-catalysed electrooxidative olefination of arenes

The Fujiwara–Moritani reaction using electric current is a powerful tool for the olefination of arenes by Pd-catalysed C–H activation.

Graphical abstract: Non-directed Pd-catalysed electrooxidative olefination of arenes
Open Access Edge Article

Subphthalocyanine capsules: molecular reactors for photoredox transformations of fullerenes

A photoredox cage built by coordination of two pyridyl-subphthalocyanines to Pd centers has proved versatile and efficient to catalyze photoredox addition reactions over encapsulated C60.

Graphical abstract: Subphthalocyanine capsules: molecular reactors for photoredox transformations of fullerenes
From the themed collection: Most popular 2022 organic chemistry articles
Open Access Edge Article

Iridium-catalyzed α-selective deuteration of alcohols

An α-selective, iridium(III)-bipyridonate-catalyzed hydrogen isotope exchange of alcohols using D2O has been developed for the direct, chemoselective deuteration of primary and secondary alcohols, thereby providing deuterated bioactive molecules.

Graphical abstract: Iridium-catalyzed α-selective deuteration of alcohols
From the themed collection: Most popular 2022 organic chemistry articles
Open Access Edge Article

Catalytic defluorinative ketyl–olefin coupling by halogen-atom transfer

A catalytic ketyl–olefin coupling reaction including sequentially orchestrated Lewis acid activation, halogen-atom transfer, radical addition, single-electron reduction and β-fluoro elimination has been developed.

Graphical abstract: Catalytic defluorinative ketyl–olefin coupling by halogen-atom transfer
From the themed collection: Most popular 2022 organic chemistry articles
Open Access Edge Article

Zn(II)-Coordination-driven self-assembled nanoagents for multimodal imaging-guided photothermal/gene synergistic therapy

siRNA@PT-ZIF-8 was prepared by one pot self-assembly for tri-mode imaging guided mild-temperature photothermal synergetic gene therapy.

Graphical abstract: Zn(ii)-Coordination-driven self-assembled nanoagents for multimodal imaging-guided photothermal/gene synergistic therapy
From the themed collection: Most popular 2022 organic chemistry articles
Open Access Edge Article

General electrochemical Minisci alkylation of N-heteroarenes with alkyl halides

Herein, we report, a general, facile and environmentally friendly Minisci-type alkylation of N-heteroarenes under simple and straightforward electrochemical conditions using widely available alkyl halides as radical precursors.

Graphical abstract: General electrochemical Minisci alkylation of N-heteroarenes with alkyl halides
From the themed collection: Most popular 2022 organic chemistry articles
Open Access Edge Article

Customising excitation properties of polycyclic aromatic hydrocarbons by rational positional heteroatom doping: the peri-xanthenoxanthene (PXX) case

In this paper we tackle the challenge of gaining control of the photophysical properties of PAHs through a site-specific N-doping within the structural aromatic framework.

Graphical abstract: Customising excitation properties of polycyclic aromatic hydrocarbons by rational positional heteroatom doping: the peri-xanthenoxanthene (PXX) case
From the themed collection: Most popular 2022 organic chemistry articles
Open Access Edge Article

A practical and sustainable two-component Minisci alkylation via photo-induced EDA-complex activation

An operationally simple, open-air, and efficient light-mediated Minisci C–H alkylation method is described, based on the formation of an electron donor–acceptor (EDA) complex between nitrogen-containing heterocycles and redox-active esters.

Graphical abstract: A practical and sustainable two-component Minisci alkylation via photo-induced EDA-complex activation
From the themed collection: Most popular 2022 organic chemistry articles
Open Access Edge Article

A sequential cyclization/π-extension strategy for modular construction of nanographenes enabled by stannole cycloadditions

Stannoles are introduced as a new, spontaneously aromatizing diene for [4 + 2] cycloadditions that can be easily introduced into diverse conjugated systems, facilitating the efficient synthesis of complex PAHs and their π-extension.

Graphical abstract: A sequential cyclization/π-extension strategy for modular construction of nanographenes enabled by stannole cycloadditions
From the themed collection: 2022 ChemSci Pick of the Week Collection
Open Access Edge Article

Functional group divergence and the structural basis of acridine photocatalysis revealed by direct decarboxysulfonylation

Carboxylic acids can now serve as a single point of entry to several sulfonyl functional groups by a one-step organophotocatalytic sulfonylation, revealing structural effects that enable the photocatalysis.

Graphical abstract: Functional group divergence and the structural basis of acridine photocatalysis revealed by direct decarboxysulfonylation
From the themed collection: Most popular 2022 organic chemistry articles
Open Access Edge Article

An integrated platform approach enables discovery of potent, selective and ligand-competitive cyclic peptides targeting the GIP receptor

mRNA display generates vast datasets of protein binders. Bioinformatic clustering of the sequences combined with high throughput synthesis and analysis methods allow efficient prioritisation of hits for in vivo experiments.

Graphical abstract: An integrated platform approach enables discovery of potent, selective and ligand-competitive cyclic peptides targeting the GIP receptor
From the themed collection: Most popular 2022 organic chemistry articles
Open Access Edge Article

NHC and visible light-mediated photoredox co-catalyzed 1,4-sulfonylacylation of 1,3-enynes for tetrasubstituted allenyl ketones

Unprecedented NHC and photocatalysis co-catalyzed radical 1,4-sulfonylacylation of 1,3-enynes has been realized, providing structurally diversified tetrasubstituted allenyl ketones via allenyl and ketyl radical cross-coupling.

Graphical abstract: NHC and visible light-mediated photoredox co-catalyzed 1,4-sulfonylacylation of 1,3-enynes for tetrasubstituted allenyl ketones
From the themed collection: Most popular 2022 organic chemistry articles
Open Access Edge Article

Selective covalent targeting of SARS-CoV-2 main protease by enantiopure chlorofluoroacetamide

Chlorofluoroacetamide (CFA) was used as the warhead for covalent targeting of SARS-CoV-2 Mpro. The chirality at CFA showed marked influence on inhibitory activity, suggesting stereospecific activation of CFA for cysteine modification in the protein.

Graphical abstract: Selective covalent targeting of SARS-CoV-2 main protease by enantiopure chlorofluoroacetamide
From the themed collection: Most popular 2022 organic chemistry articles
Open Access Edge Article

Electrooxidative palladium- and enantioselective rhodium-catalyzed [3 + 2] spiroannulations

Despite indisputable progress in the development of electrochemical transformations, electrocatalytic annulations for the synthesis of biologically relevant three-dimensional spirocyclic compounds has as of yet not been accomplished.

Graphical abstract: Electrooxidative palladium- and enantioselective rhodium-catalyzed [3 + 2] spiroannulations
From the themed collection: Most popular 2022 organic chemistry articles
Open Access Edge Article

Pressing matter: why are ionic liquids so viscous?

We use an experimental approach to compare an ionic liquid with a molecular mimic, focusing on viscosities. Charge network and coulombic compaction contribute significantly to the high viscosity of ionic liquids; we discuss the implications on their design and optimisation.

Graphical abstract: Pressing matter: why are ionic liquids so viscous?
From the themed collection: #RSCPoster Conference
Open Access Edge Article

Suzuki-type cross-coupling of alkyl trifluoroborates with acid fluoride enabled by NHC/photoredox dual catalysis

An acylative Suzuki-type cross-coupling of alkyl trifluoroborates and acid fluorides was developed by merging NHC organocatalysis with photoredox catalysis. A broad spectrum of ketones could be facilely synthesised under mild reaction conditions.

Graphical abstract: Suzuki-type cross-coupling of alkyl trifluoroborates with acid fluoride enabled by NHC/photoredox dual catalysis
From the themed collection: Most popular 2022 organic chemistry articles
Open Access Edge Article

Retaining the structural integrity of disulfide bonds in diphtheria toxoid carrier protein is crucial for the effectiveness of glycoconjugate vaccine candidates

The introduction of glycoconjugate vaccines marks an important point in the fight against various infectious diseases.

Graphical abstract: Retaining the structural integrity of disulfide bonds in diphtheria toxoid carrier protein is crucial for the effectiveness of glycoconjugate vaccine candidates
From the themed collection: Most popular 2022 organic chemistry articles
Open Access Edge Article

Prediction of protein pKa with representation learning

We developed new empirical ML model for protein pKa prediction with MAEs below 0.5 for all amino acid types.

Graphical abstract: Prediction of protein pKa with representation learning
From the themed collection: Celebrating five years of ChemRxiv
Open Access Edge Article

Enhanced N-directed electrophilic C–H borylation generates BN–[5]- and [6]helicenes with improved photophysical properties

An enhanced N-directed electrophilic C–H borylation methodology has been developed that provides access to azaborine containing helicenes.

Graphical abstract: Enhanced N-directed electrophilic C–H borylation generates BN–[5]- and [6]helicenes with improved photophysical properties
From the themed collection: Emerging Frontiers in Aromaticity
27 items

About this collection

This specially curated collection pulls together some of the most popular articles from 2022 in the field of organic chemistry. The collection presents some outstanding contributions to the field, ranging from photocatalytic radical generation to prediction of protein pKa, and as with all Chemical Science articles – they are all completely free to access and read. We hope you enjoy browsing through this collection.

If a particular article has inspired you, do feel free to share on social media using the buttons on each article landing page and use our hashtag: #ChemSciMostPopular

Spotlight

Advertisements