Journal ArticleDOI
Influence of the difluoromethylene group (CF 2 ) on the conformation and properties of selected organic compounds
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TLDR
The CF 2 group has found applications as a substituent in all classes of organic chemical products from medicinal products to materials, although it is less frequently encountered than the C-F and CF 3 substituents as mentioned in this paper.Abstract:
The CF 2 group has found applications as a substituent in all classes of organic chemical products from medicinal products to materials, although it is less frequently encountered than the C-F and CF 3 substituents. In this review, the geometric influence of placing two fluorine atoms on carbon is considered and in particular, deviations from tetra- hedral geometry are noted. The incorporation of the CF 2 group into CF 2 phosphonates as phosphate mimics is reviewed and the geometric and steric influences of the CF 2 group are considered when the substituent is placed within aliphatic chains and aliphatic ring (cyclo - dodecane) systems.read more
Citations
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Journal ArticleDOI
Good Partnership between Sulfur and Fluorine: Sulfur-Based Fluorination and Fluoroalkylation Reagents for Organic Synthesis
Chuanfa Ni,Mingyou Hu,Jinbo Hu +2 more
Journal ArticleDOI
Synthesis of gem-Difluorocyclopropa(e)nes and O-, S-, N-, and P-Difluoromethylated Compounds with TMSCF2Br†
TL;DR: Two-in-one: Me3 SiCF2 Br is an efficient difluorocarbene source and is compatible with both neutral and aqueous basic conditions.
Journal ArticleDOI
Olefin metathesis reactions with fluorinated substrates, catalysts, and solvents.
Journal ArticleDOI
Fluorination Patterning: A Study of Structural Motifs That Impact Physicochemical Properties of Relevance to Drug Discovery.
Quentin A. Huchet,Bernd Kuhn,Björn Wagner,Nicole A. Kratochwil,Holger Fischer,Manfred Kansy,Daniel Zimmerli,Erick M. Carreira,Klaus Müller +8 more
TL;DR: The synthesis of a collection of 3-substituted indole derivatives incorporating partially fluorinated n-propyl and n-butyl groups is described along with an in-depth study of the effects of various fluorination patterns on their properties, such as lipophilicity, aqueous solubility, and metabolic stability.
Journal ArticleDOI
A Copper(I)-Catalyzed Enantioselective γ-Boryl Substitution of Trifluoromethyl-Substituted Alkenes: Synthesis of Enantioenriched γ,γ-gem-Difluoroallylboronates.
TL;DR: The first catalytic enantioselective γ-boryl substitution of CF3 -substituted alkenes is reported, which could be readily converted into the corresponding difluoromethylene-containing homoallylic alcohols using highly stereospecific allylation reactions.
References
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BookDOI
Fluorine in medicinal chemistry and chemical biology
TL;DR: This book discusses applications of fluorinated amino acids and peptides to chemical biology and pharmacology, and recent Advances in the Syntheses of Fluorinated Amino Acids.
Book
Modern Fluoroorganic Chemistry: Synthesis, Reactivity, Applications
TL;DR: The unique properties of complex organofluorine compounds are discussed in detail in this paper, including the properties of the perfluoroalkoxy group, perfluoromethylation and perfluorosulfanyl group.
BookDOI
Handbook of fluorous chemistry
TL;DR: This chapter discusses the development of strategies for the recovery of Fluorous Catalysts and Reagents in Synthesis and Catalysis, and some of the techniques used to achieve this goal are described.
Journal ArticleDOI
Die Strukturen der mittleren Ringverbindungen III. Die Struktur des Cyclododecans
Jack D. Dunitz,H. M. M. Shearer +1 more
TL;DR: In this paper, the crystal structure of cyclododecane was determined from the three-dimensional PATTERSON function and refinded by threedimensional difference syntheses, showing that the observed data are almost equally compatible with two possible molecular conformers.
Journal ArticleDOI
Understanding Fluorine Effects in Liquid Crystals
Peer Kirsch,Matthias Bremer +1 more