Amide ≈ Amide
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Synthetic Applications of Proton-Coupled Electron Transfer Open
Redox events in which an electron and proton are exchanged in a concerted elementary step are commonly referred to as proton-coupled electron transfers (PCETs). PCETs are known to operate in numerous important biological redox processes, a…
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A general alkyl-alkyl cross-coupling enabled by redox-active esters and alkylzinc reagents Open
Carbon links without helpful neighbors It's an irony of modern organic chemistry that the simplest-looking carbon-carbon bonds are often the hardest to make. Most reactions owe their efficiency to neighboring double bonds or oxygen and nit…
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Photoinduced decarboxylative borylation of carboxylic acids Open
Lighting the way to carbon borylation Boron substituents provide versatile reactivity, and their utility has been emerging in pharmaceutical contexts. Fawcett et al. show that visible light can induce replacement of carboxylic acid groups …
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DFT-Calculated IR Spectrum Amide I, II, and III Band Contributions of <i>N</i>-Methylacetamide Fine Components Open
The infrared spectrum (IR) characteristic peaks of amide I, amide II, and amide III bands are marked as amide or peptide characteristic peaks. Through the nuclear magnetic resonance study, N-methylacetamide has been determined to have six …
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Eliminating nonradiative decay in Cu(I) emitters: >99% quantum efficiency and microsecond lifetime Open
Helping copper glow Copper's abundance makes the metal an appealing candidate for luminescence applications. However, many copper complexes tend to decay nonradiatively after photoexcitation. A recently described exception involves a two-c…
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A Simple and Versatile Amide Directing Group for C−H Functionalizations Open
Achieving selective C−H activation at a single and strategic site in the presence of multiple C−H bonds can provide a powerful and generally useful retrosynthetic disconnection. In this context, a directing group serves as a compass to gui…
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A systematic analysis of atomic protein–ligand interactions in the PDB Open
We compiled a list of 11 016 unique structures of small-molecule ligands bound to proteins representing 750 873 protein–ligand atomic interactions, and analyzed the frequency, geometry and the impact of each interaction type. The most freq…
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Amide Bond Bioisosteres: Strategies, Synthesis, and Successes Open
The amide functional group plays a key role in the composition of biomolecules, including many clinically approved drugs. Bioisosterism is widely employed in the rational modification of lead compounds, being used to increase potency, enha…
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Accelerated Synthesis and Discovery of Covalent Organic Framework Photocatalysts for Hydrogen Peroxide Production Open
A high-throughput sonochemical synthesis and testing strategy was developed to discover covalent organic frameworks (COFs) for photocatalysis. In total, 76 conjugated polymers were synthesized, including 60 crystalline COFs of which 18 wer…
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Breaking Amides using Nickel Catalysis Open
Amides have been widely studied for decades, but their synthetic utility has remained limited in reactions that proceed with rupture of the amide C-N bond. Using Ni catalysis, we have found that amides can now be strategically employed in …
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Peak Fitting Applied to Fourier Transform Infrared and Raman Spectroscopic Analysis of Proteins Open
FTIR and Raman spectroscopy are often used to investigate the secondary structure of proteins. Focus is then often laid on the different features that can be distinguished in the Amide I band (1600–1700 cm−1) and, to a lesser extent, the A…
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Difluoromethylation Reactions of Organic Compounds Open
The relevance of the ‐CF 2 H moiety has attracted considerable attention from organic synthetic and medicinal chemistry communities, because this group can act as a more lipophilic isostere of the carbinol, thiol, hydroxamic acid, or amide…
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Amide activation: an emerging tool for chemoselective synthesis Open
This review focusses on the use of amide activation for chemoselective functionalisation and its application in natural product synthesis.
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Chemical Landscape for Tissue Clearing Based on Hydrophilic Reagents Open
We describe a strategy for developing hydrophilic chemical cocktails for tissue delipidation, decoloring, refractive index (RI) matching, and decalcification, based on comprehensive chemical profiling. More than 1,600 chemicals were screen…
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Supramolecular-Enhanced Charge Transfer within Entangled Polyamide Chains as the Origin of the Universal Blue Fluorescence of Polymer Carbon Dots Open
The emission of a bright blue fluorescence is a unique feature common to the vast variety of polymer carbon dots (CDs) prepared from carboxylic acid and amine precursors. However, the difficulty to assign a precise chemical structure to th…
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Ester‐Mediated Amide Bond Formation Driven by Wet–Dry Cycles: A Possible Path to Polypeptides on the Prebiotic Earth Open
Although it is generally accepted that amino acids were present on the prebiotic Earth, the mechanism by which α‐amino acids were condensed into polypeptides before the emergence of enzymes remains unsolved. Here, we demonstrate a prebioti…
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Different Schiff Bases—Structure, Importance and Classification Open
Schiff bases are a vast group of compounds characterized by the presence of a double bond linking carbon and nitrogen atoms, the versatility of which is generated in the many ways to combine a variety of alkyl or aryl substituents. Compoun…
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Electrochemically Enabled, Nickel‐Catalyzed Amination Open
Along with amide bond formation, Suzuki cross‐coupling, and reductive amination, the Buchwald–Hartwig–Ullmann‐type amination of aryl halides stands as one of the most employed reactions in modern medicinal chemistry. The work herein demons…
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Chemoselective Alkene Hydrosilylation Catalyzed by Nickel Pincer Complexes Open
Chemoselective hydrosilylation of functionalized alkenes is difficult to achieve using base‐metal catalysts. Reported herein is that well‐defined bis(amino)amide nickel pincer complexes are efficient catalysts for anti‐Markovnikov hydrosil…
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Catalytic Olefin Hydroamidation Enabled by Proton-Coupled Electron Transfer Open
Here we report a ternary catalyst system for the intramolecular hydroamidation of unactivated olefins using simple N-aryl amide derivatives. Amide activation in these reactions occurs via concerted proton-coupled electron transfer (PCET) m…
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Amide Bond Formation Strategies: Latest Advances on a Dateless Transformation Open
The synthesis of amides remains one of the most important transformations and it is one of the more frequently performed reactions. In the pharmaceutical industry, the formation of the amide group is pivotal and among the more important tr…
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Positional effects of second-sphere amide pendants on electrochemical CO<sub>2</sub> reduction catalyzed by iron porphyrins Open
The development of catalysts for electrochemical reduction of carbon dioxide offers an attractive approach to transforming this greenhouse gas into value-added carbon products with sustainable energy input.
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Polyimide Aerogels with Amide Cross-Links: A Low Cost Alternative for Mechanically Strong Polymer Aerogels Open
Polyimide aerogels combine high porosity, low thermal conductivity, flexibility, and low density with excellent mechanical properties. However, previously used cross-linkers, such as 1,3,5-triaminophenoxybenzene (TAB), 2,4,6-tris(4-aminoph…
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Sequential Pore Wall Modification in a Covalent Organic Framework for Application in Lactic Acid Adsorption Open
Here we describe the synthesis and postsynthetic modification of the stable β-ketoenamine TpBD(NH2)2 covalent organic framework (COF), having primary amine groups integrated into the pore walls. For this purpose we initially synthesized th…
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Still Unconquered: Enantioselective Passerini and Ugi Multicomponent Reactions Open
The Passerini three-component (P-3CR) and the Ugi four-component (U-4CR) are two of the most prominent isocyanide-based multicomponent reactions (IMCRs). The P-3CR transforms isocyanides, aldehydes (ketones), and carboxylic acids to α-acyl…
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A general catalytic β-C–H carbonylation of aliphatic amines to β-lactams Open
CO takes the lead to make β-lactam rings Strained β-lactam rings are a key feature of penicillin and some other drugs. Willcox et al. designed a versatile route to these four-membered ring motifs through the palladiumcatalyzed coupling of …
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Cross-Coupling of Amides by N–C Bond Activation Open
In recent years, significant conceptual advances have taken place in the field of amide bond cross-coupling. Mild and selective functionalization of amides by transition-metal catalysis has an enormous potential for widespread applications…
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Amide Bond Activation of Biological Molecules Open
Amide bonds are the most prevalent structures found in organic molecules and various biomolecules such as peptides, proteins, DNA, and RNA. The unique feature of amide bonds is their ability to form resonating structures, thus, they are hi…
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Rapid Additive-Free Selenocystine–Selenoester Peptide Ligation Open
We describe an unprecedented reaction between peptide selenoesters and peptide dimers bearing N-terminal selenocystine that proceeds in aqueous buffer to afford native amide bonds without the use of additives. The selenocystine-selenoester…
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sp<sup>3</sup>C–H activation<i>via exo</i>-type directing groups Open
The application ofexo-type directing groups (DGs) has led to the discovery of a wide range of novel C(sp3)–H activation methods, which allow efficient and site-selective functionalization of alcohol and amide derivatives.