ArticleChemistry (Weinheim an der Bergstrasse, Germany)2020
Understanding the Conformational Behavior of Fluorinated Piperidines: The Origin of the Axial-F Preference.
Article in Chemistry (Weinheim an der Bergstrasse, Germany), 2020. The graph could read no effect estimate from its abstract, so it casts no vote on the map. An erratum has been issued. Cited by 12 papers.
What it found
Each row is one number read from the abstract, on the scale the paper reported it, with its interval. Left of the dashed line favours the treatment, right favours the comparator. Under each row is the sentence it came from. New to these charts? A ten-minute tutorial.
The abstract states no effect estimate the extractor could read, or names no intervention and outcome on the map, so this paper lights no cell and moves no belief. It is still indexed, cited and linked below.
The trial behind it
Trials whose registry record cites this paper, or whose number appears in the abstract. A trial that started after this paper was published is citing it as background, not reporting it.
Neither the registry nor the abstract names a trial number. If this is a trial report, that itself is worth knowing.
Who cites it
12 citing papers in PubMed.
- Iridium(III)-catalysed ionic hydrogenation of pyridines to multisubstituted piperidines.Nature chemistry · 2026Article
- Search for Antiviral Preparations in Series of New Derivatives of N-Substituted Piperidines.Molecules (Basel, Switzerland) · 2025Article
- Discovery of Rezatapopt (PC14586), a First-in-Class, Small-Molecule Reactivator of p53 Y220C Mutant in Development.ACS medicinal chemistry letters · 2025Article
- Conformational Analysis Explores the Role of Electrostatic Nonclassical CF···HC Hydrogen Bonding Interactions in Selectively Halogenated Cyclohexanes.The Journal of organic chemistry · 2024Article
- Design of Next-Generation DGAT2 Inhibitor PF-07202954 with Longer Predicted Half-Life.ACS medicinal chemistry letters · 2023Article
- Activators of the Anticipatory Unfolded Protein Response with Enhanced Selectivity for Estrogen Receptor Positive Breast Cancer.Journal of medicinal chemistry · 2022Article
- Enantio- and Diastereoselective, Complete Hydrogenation of Benzofurans by Cascade Catalysis.Angewandte Chemie (International ed. in English) · 2021Article
- Reducing Challenges in Organic Synthesis with Stereoselective Hydrogenation and Tandem Catalysis.Journal of the American Chemical Society · 2021Article
- Enantioselective Construction of Tertiary Fluoride Stereocenters by Organocatalytic Fluorocyclization.Journal of the American Chemical Society · 2020Article
- Catalytic Transfer Hydrogenation of Arenes and Heteroarenes.Chemistry (Weinheim an der Bergstrasse, Germany) · 2020Article
- Accessing (Multi)Fluorinated Piperidines Using Heterogeneous Hydrogenation.ACS catalysis · 2020Article
- Understanding the Conformational Behavior of Fluorinated Piperidines: The Origin of the Axial-F Preference.Chemistry (Weinheim an der Bergstrasse, Germany) · 2020Article
Corrections and comments
- Erratum issued
Authors and funding
4 authors.
Funding
Abstract
Gaining an understanding of the conformational behavior of fluorinated compounds would allow for expansion of the current molecular design toolbox. In order to facilitate drug discovery efforts, a systematic survey of a series of diversely substituted and protected fluorinated piperidine derivatives has been carried out using NMR spectroscopy. Computational investigations reveal that, in addition to established delocalization forces such as charge-dipole interactions and hyperconjugation, solvation and solvent polarity play a major role. This work codifies a new design principle for conformationally rigid molecular scaffolds.
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Registered trials
Read under generation 80e0d062 · epoch 390. Bibliography from PubMed, PubMed Central and OpenAlex; grants from NIH RePORTER; trial links from ClinicalTrials.gov; estimates, votes and beliefs from the OpenQuestion graph.