Interactions affecting 1JC–F SSCCs in neutral and ionic 2-, 3- and 4-fluoro-substituted piperidines: normal and reverse fluorine Perlin-like effect-Reference-Cited by-同舟云学术

Interactions affecting 1JC–F SSCCs in neutral and ionic 2-, 3- and 4-fluoro-substituted piperidines: normal and reverse fluorine Perlin-like effect

Published:2016 Issue:78 Volume:6 Page:74598-74603
ISSN:2046-2069
Container-title:RSC Advances
language:en
Short-container-title:RSC Adv.

Author:

Silla Josué M.¹²³⁴,Freitas Matheus P.¹²³⁴

Affiliation:

1. Department of Chemistry

2. Federal University of Lavras

3. Lavras

4. Brazil

Abstract

We report a theoretical analysis of the ¹J_C–F spin–spin coupling constant (SSCC) in n-fluoropiperidines to find the dictating effects of ¹J_C–F and to obtain insight into the stereochemistry of organofluorine compounds using this SSCC.

Publisher

Royal Society of Chemistry (RSC)

Subject

General Chemical Engineering,General Chemistry

Link

http://pubs.rsc.org/en/content/articlepdf/2016/RA/C6RA10272G

Reference25 articles.

1. Fluorine in medicinal chemistry

2. A DFT study on the origin of the fluorine gauche effect in substituted fluoroethanes

3. Synthesis, Conformation and Biological Evaluation of the Enantiomers of 3-Fluoro-γ-Aminobutyric Acid ((R)- and (S)-3F-GABA): An Analogue of the Neurotransmitter GABA

4. Enantiomers of 4-Amino-3-fluorobutanoic Acid as Substrates for γ-Aminobutyric Acid Aminotransferase. Conformational Probes for GABA Binding

5. 3-Fluoro-N-methyl-D-aspartic acid (3F-NMDA) Stereoisomers as Conformational Probes for Exploring Agonist Binding at NMDA Receptors

Cited by 11 articles. 订阅此论文施引文献订阅此论文施引文献，注册后可以免费订阅5篇论文的施引文献，订阅后可以查看论文全部施引文献

1. Robust fluorine effects on molecular conformations of 2-amino-2-fluorotetrahydro-2H-pyrans: fluorine-Perlin-like vs. Perlin effects;New Journal of Chemistry;2022

2. Anomeric and Perlin Effect Ladders for 2-Substituted 2-Fluorotetrahydro-2H-pyrans Using Sensitive Structural, Energetic, and NMR Probes;The Journal of Physical Chemistry A;2021-08-20

3. Fluorinated Rings: Conformation and Application;Chemistry – A European Journal;2021-03-17

4. Determining the Ionization Constants of Organic Acids Using Fluorine Gauche Effects;The Journal of Organic Chemistry;2020-03-04

5. Influence of stereoelectronic effects on the 1 J C─F spin-spin coupling constant in fluorinated heterocyclic compounds;Magnetic Resonance in Chemistry;2019-03-03