Literature DB >> 33512034

Fluorinated Rings: Conformation and Application.

Rajarshi Mondal1, Mohamed Agbaria1, Zackaria Nairoukh1.   

Abstract

The introduction of fluorine atoms into molecules and materials across many fields of academic and industrial research is now commonplace, owing to their unique properties. A particularly interesting feature is the impact of fluorine substitution on the relative orientation of a C-F bond when incorporated into organic molecules. In this Review, we will be discussing the conformational behavior of fluorinated aliphatic carbo- and heterocyclic systems. The conformational preference of each system is associated with various interactions introduced by fluorine substitution such as charge-dipole, dipole-dipole, and hyperconjugative interactions. The contribution of each interaction on the stabilization of the fluorinated alicyclic system, which manifests itself in low conformations, will be discussed in detail. The novelty of this feature will be demonstrated by presenting the most recent applications.
© 2021 Wiley-VCH GmbH.

Entities:  

Keywords:  carbocycles; conformational behavior; fluorine; functional molecules; heterocycles

Year:  2021        PMID: 33512034     DOI: 10.1002/chem.202005425

Source DB:  PubMed          Journal:  Chemistry        ISSN: 0947-6539            Impact factor:   5.236


  4 in total

1.  Trifluorinated Tetralins via I(I)/I(III)-Catalysed Ring Expansion: Programming Conformation by [CH2 CH2 ] → [CF2 CHF] Isosterism.

Authors:  Jessica Neufeld; Timo Stünkel; Christian Mück-Lichtenfeld; Constantin G Daniliuc; Ryan Gilmour
Journal:  Angew Chem Int Ed Engl       Date:  2021-05-01       Impact factor: 15.336

2.  Enantio- and Diastereoselective, Complete Hydrogenation of Benzofurans by Cascade Catalysis.

Authors:  Daniel Moock; Tobias Wagener; Tianjiao Hu; Timothy Gallagher; Frank Glorius
Journal:  Angew Chem Int Ed Engl       Date:  2021-05-05       Impact factor: 15.336

3.  Stereocontrolled Synthesis of Fluorinated Isochromans via Iodine(I)/Iodine(III) Catalysis.

Authors:  Joel Häfliger; Olga O Sokolova; Madina Lenz; Constantin G Daniliuc; Ryan Gilmour
Journal:  Angew Chem Int Ed Engl       Date:  2022-06-13       Impact factor: 16.823

4.  Access to Unexplored 3D Chemical Space: cis-Selective Arene Hydrogenation for the Synthesis of Saturated Cyclic Boronic Acids.

Authors:  Akash Kaithal; Tobias Wagener; Peter Bellotti; Constantin G Daniliuc; Lisa Schlichter; Frank Glorius
Journal:  Angew Chem Int Ed Engl       Date:  2022-07-04       Impact factor: 16.823

  4 in total

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