ArticleChemistry (Weinheim an der Bergstrasse, Germany)2022
How the Chalcogen Atom Size Dictates the Hydrogen-Bond Donor Capability of Carboxamides, Thioamides, and Selenoamides.
Article in Chemistry (Weinheim an der Bergstrasse, Germany), 2022. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 14 papers.
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Who cites it
14 citing papers in PubMed.
- Chalcogen substitution co-tunes photochromism and hydrogen bonding in semicarbazone photoswitches.Chemical science · 2026Article
- From amides to thioamides: understanding enhanced anion binding in acyclic receptors.RSC advances · 2025Article
- Hydrogen Bond Benchmark: Focal-Point Analysis and Assessment of DFT Functionals.Journal of computational chemistry · 2025Article
- DNA base pairs: the effect of the aromatic ring on the strength of the Watson-Crick hydrogen bonding.Organic & biomolecular chemistry · 2025Article
- The Nature and Stability of Transition Metal-Anchored Nitrogen-Doped Graphene Single-Atom Catalysts.Chemistry (Weinheim an der Bergstrasse, Germany) · 2025Article
- Dihalogens Binding and Activation by Imidazoline-2-Chalcogenone Model Derivatives: Insight from a Computational Approach.Chemistry (Weinheim an der Bergstrasse, Germany) · 2025Article
- The Role of Chalcogen in the ROS Scavenging Mechanism of Model Phenyl Compounds.Molecules (Basel, Switzerland) · 2025Article
- pH-Controlled isomerization kinetics ofBeilstein journal of organic chemistry · 2025Article
- Photoinduced dual bond rotation of a nitrogen-containing system realized by chalcogen substitution.Nature chemistry · 2024Article
- Multiple hydrogen-bonded dimers: are only the frontier atoms relevant?Physical chemistry chemical physics : PCCP · 2024Article
- Thioimidate Solutions to Thioamide Problems during Thionopeptide Deprotection.Organic letters · 2024Article
- Amide C-N bonds activation by A new variant of bifunctional N-heterocyclic carbene.Nature communications · 2024Article
- Understanding the influence of alkali cations and halogen anions on the cooperativity of cyclic hydrogen-bonded rosettes in supramolecular stacks.Chemistry, an Asian journal · 2022Article
- How the Chalcogen Atom Size Dictates the Hydrogen-Bond Donor Capability of Carboxamides, Thioamides, and Selenoamides.Chemistry (Weinheim an der Bergstrasse, Germany) · 2022Article
Corrections and comments
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Authors and funding
2 authors.
Funding
Abstract
The amino groups of thio- and selenoamides can act as stronger hydrogen-bond donors than of carboxamides, despite the lower electronegativity of S and Se. This phenomenon has been experimentally explored, particularly in organocatalysis, but a sound electronic explanation is lacking. Our quantum chemical investigations show that the NH
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