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
Highly stereoselective construction of adjacent tetrasubstituted carbon stereogenic centres via an organocatalytic Mukaiyama-aldol reaction of monofluorinated silyl enol ethers to isatins
TL;DR: In this article, the first organocatalytic activation of monofluorinated silyl enol ethers was reported, by nucleophilic tertiary amine catalysis, to develop asymmetric reactions for the construction of chiral carbons featuring a C-F bond.
71
Convenient Asymmetric Synthesis of β-Trifluoromethyl-β-amino Acid, β-Amino Ketones, and γ-Amino Alcohols via Reformatsky and Mannich-Type Reactions from 2-Trifluoromethyl-1,3-oxazolidines
Florent Huguenot,Thierry Brigaud +1 more
TL;DR: The Mannich-type reaction involving a chiral fluorinated iminium ion occurred in a good yield and with a higher stereoselectivity (dr up to 96:4) than that of the Reformatsky type reaction.
71
Synthesis of CF3-substituted sulfoximines from sulfonimidoyl fluorides.
TL;DR: N-Protected trifluoromethyl-substituted sulfoximines have been prepared by treatment of sulfonimidoyl fluorides with a combination of the Ruppert-Prakash reagent and tetrabutyl ammonium fluoride.
70
C–F bond functionalizations of trifluoromethyl groups via radical intermediates
TL;DR: A review of recent methods used to functionalize C-F bonds of CF3 groups via radical intermediates can be found in this paper, where an emphasis is placed on the discussion of mechanistic aspects and synthetic applications.
70
A structural and functional perspective into the mechanism of Ca2+-sensitizers that target the cardiac troponin complex.
TL;DR: The structural and functional data reveal that the levosimendan class of Ca(2+)-sensitizers work by binding to the regulatory domain of cTnC and stabilizing the pivotal cTNC-cTnI regulatory unit via a network of hydrophobic and electrostatic interactions, in contrast to the destabilizing effects of antagonists such as W7 at the same interface.
70
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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