Journal Article10.1016/S0022-1139(01)00375-X
Fluorine substituent effects (on bioactivity)
1.3K
TL;DR: The influence of fluorination on acidity, hydrogen-bonding, and lipophilicity that affect compound absorption and distribution is discussed in this paper, and the current perspectives on fluorine steric interactions and the controversial role of hydrogen bonding involving the CF bond are discussed.
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About: This article is published in Journal of Fluorine Chemistry. The article was published on 01 Jun 2001.
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Citations
Catalytic selective mono- and difluoroalkylation using fluorinated silyl enol ethers.
TL;DR: Findings such as activating FSEEs by amines for catalytic enantioselective synthesis, taking advantage of the often observed high activity of FSE Es over the non-fluorinated analogues for reaction development, and the influence of C-FH-X interactions on reactivity and selectivity are highlighted.
92
Stabilizing Fluorine-π Interactions.
Ping Li,Josef M. Maier,Erik C. Vik,Christopher J. Yehl,Brent E. Dial,Amanda E. Rickher,Mark D. Smith,Perry J. Pellechia,Ken D. Shimizu +8 more
TL;DR: A series of N-arylimide molecular balances were designed to study and measure fluorine-aromatic (F-π) interactions, finding the attractive F-π interaction is electrostatically driven and is stronger than other halogen-π interactions.
90
Acyl Azolium Fluorides for Room Temperature Nucleophilic Aromatic Fluorination of Chloro- and Nitroarenes
TL;DR: The reaction of acid fluorides with N-heterocyclic carbenes (NHCs) produces anhydrous acyl azolium fluorides which can be used for the room temperature SNAr fluorination of a variety of aryl chlorides and nitroarenes.
89
O-Trifluoromethylation of Phenols: Access to Aryl Trifluoromethyl Ethers by O-Carboxydifluoromethylation and Decarboxylative Fluorination
TL;DR: A new strategy for the synthesis of aryl trifluoromethyl ethers (ArOCF3) by combining O-carboxydifluorsports of phenols and subsequent decarboxylative fluorination is reported.
88
References
Conformational analysis—CI
TL;DR: In this paper, it was concluded that the gauche-butane interaction has been incorrectly interpreted as to origin, and that the relationship between methyl groups is not the cause of the relative instability of gauche conformations.
1K
Organic Fluorine Hardly Ever Accepts Hydrogen Bonds
Jack D. Dunitz,Robin Taylor +1 more
TL;DR: This article showed that covalently bound fluorine hardly ever acts as a hydrogen-bond acceptor, which is in accord with results of other physicochemical studies and with the physical properties of fluorinated organic compounds.
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Activation of Carbon-Fluorine Bonds by Metal Complexes
TL;DR: A. Reductive Defluorination Using Organometallic Reagents V I. Activation of C-F Bonds via Electron-Deficient Transition-Metal Reagents A. as discussed by the authors.
739
C−H···F Interactions in the Crystal Structures of Some Fluorobenzenes
Venkat R. Thalladi,Hans-Christoph Weiss,Dieter Bläser,Roland Boese,Ashwini Nangia,Gautam R. Desiraju +5 more
TL;DR: The existence and nature of C−H···F−C interactions in crystalline fluorobenzenes 1−3 and 7−10 are discussed in this paper, where the authors compare the C−F−O/C−H−N interactions in these four crystal structures.
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