ArticleMolecules (Basel, Switzerland)2018
Amide Activation in Ground and Excited States.
Article in Molecules (Basel, Switzerland), 2018. 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.
- Introducing Rigidity into the GFP Chromophore via a Boron Bridge: Insights and Application in Two-Photon Imaging.Organic letters · 2025Article
- C(spRSC advances · 2024Article
- Synthesis and Application of Two-Photon Active Fluorescent Rhodol Dyes for Antibody Conjugation andACS omega · 2023Article
- Development of fluorous boronic acid catalysts integrated with sulfur for enhanced amidation efficiency.RSC advances · 2023Article
- In Search of Novel Degradation-Resistant Monomers for Adhesive Dentistry: A Systematic Review and Meta-Analysis.Biomedicines · 2022Review
- Amide Bonds Meet Flow Chemistry: A Journey into Methodologies and Sustainable Evolution.ChemSusChem · 2022Review
- Acyclic Twisted Amides.Chemical reviews · 2021Review
- Direct alkylation of N,N-dialkyl benzamides with methyl sulfides under transition metal-free conditions.Communications chemistry · 2021Article
- Hydration of Aliphatic Nitriles Catalyzed by an Osmium Polyhydride: Evidence for an Alternative Mechanism.Inorganic chemistry · 2021Article
- Effect of side-group methylation on the performance of methacrylamides and methacrylates for dentin hybridization.Dental materials : official publication of the Academy of Dental Materials · 2021Article
- Tissue-Specific Accumulation and Isomerization of Valuable Phenylethanoid Glycosides fromInternational journal of molecular sciences · 2021Article
- Amide Bond Bioisosteres: Strategies, Synthesis, and Successes.Journal of medicinal chemistry · 2020Review
- Organocatalytic asymmetric N-sulfonyl amide C-N bond activation to access axially chiral biaryl amino acids.Nature communications · 2020Article
- Chemistry of Bridged Lactams: Recent Developments.Molecules (Basel, Switzerland) · 2019Review
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Authors and funding
5 authors.
Funding
No grant is acknowledged in the PubMed record.
Abstract
Not all amide bonds are created equally. The purpose of the present paper is the reinterpretation of the amide group by means of two concepts: amidicity and carbonylicity. These concepts are meant to provide a new viewpoint in defining the stability and reactivity of amides. With the help of simple quantum-chemical calculations, practicing chemists can easily predict the outcome of a desired process. The main benefit of the concepts is their simplicity. They provide intuitive, but quasi-thermodynamic data, making them a practical rule of thumb for routine use. In the current paper we demonstrate the performance of our methods to describe the chemical character of an amide bond strength and the way of its activation methods. Examples include transamidation, acyl transfer and amide reductions. Also, the method is highly capable for simple interpretation of mechanisms for biological processes, such as protein splicing and drug mechanisms. Finally, we demonstrate how these methods can provide information about photo-activation of amides, through the examples of two caged neurotransmitter derivatives.
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