Academic literature on the topic 'Fluorine gauche effect'

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Journal articles on the topic "Fluorine gauche effect"

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Thiehoff, Christian, Yannick P. Rey, and Ryan Gilmour. "The Fluorine Gauche Effect: A Brief History." Israel Journal of Chemistry 57, no. 1-2 (2016): 92–100. http://dx.doi.org/10.1002/ijch.201600038.

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Silla, Josué M., Claudimar J. Duarte, Rodrigo A. Cormanich, Roberto Rittner, and Matheus P. Freitas. "Conformational analysis of 2,2-difluoroethylamine hydrochloride: double gauche effect." Beilstein Journal of Organic Chemistry 10 (April 16, 2014): 877–82. http://dx.doi.org/10.3762/bjoc.10.84.

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The gauche effect in fluorinated alkylammonium salts is well known and attributed either to an intramolecular hydrogen bond or to an electrostatic attraction between the positively charged nitrogen and the vicinal electronegative fluorine atom. This work reports the effect of adding a fluorine atom in 2-fluoroethylamine hydrochloride on the conformational isomerism of the resulting 2,2-difluoroethylamine chloride (2). The analysis was carried out using NMR coupling constants in D2O solution, in order to mimic the equilibrium conditions in a physiological medium, in the gas phase and in implici
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Baranac-Stojanović, Marija, Milovan Stojanović, and Jovana Aleksić. "Theoretical study of azido gauche effect and its origin." New Journal of Chemistry 41, no. 11 (2017): 4644–61. http://dx.doi.org/10.1039/c7nj00369b.

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Port, Vinicius C., and Rodrigo A. Cormanich. "There and back again: the role of hyperconjugation in the fluorine gauche effect." Physical Chemistry Chemical Physics 23, no. 32 (2021): 17329–37. http://dx.doi.org/10.1039/d1cp02806e.

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The fluorine gauche effect was revisited by comparing the rotational profile of 1,2-difluoroethane (DFE) with several analogues, such as peroxides and dissulfides. Hyperconjugative effects are the most important ones for the gauche preference of DFE.
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Andrade, Laize A. F., Lucas A. Zeoly, Rodrigo A. Cormanich, and Matheus P. Freitas. "Conformational signature of Ishikawa´s reagent using NMR information from diastereotopic fluorines." Beilstein Journal of Organic Chemistry 15 (February 20, 2019): 506–12. http://dx.doi.org/10.3762/bjoc.15.44.

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The active species of the Ishikawa´s reagent [N,N-diethyl-(1,1,2,3,3,3-hexafluoropropyl)amine] is a fluorinating hexafluoropropylamine used to convert alcohols into alkyl fluorides. On the other hand, it is also an example of model compound useful to probe conformational preferences using spectroscopic information from diastereotopic fluorines. Moreover, the possibility of experiencing both the generalized anomeric and gauche effects makes the Ishikawa´s reagent an ideal choice to study the governing stereoelectronic interactions of the conformational equilibrium of organofluorine compounds. T
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Paul, Susann, W. Bernd Schweizer, Graham Rugg, Hans Martin Senn, and Ryan Gilmour. "The fluorine-NHC gauche effect: a structural and computational study." Tetrahedron 69, no. 27-28 (2013): 5647–59. http://dx.doi.org/10.1016/j.tet.2013.02.071.

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Thiehoff, C., M. C. Holland, C. Daniliuc, K. N. Houk, and R. Gilmour. "Can acyclic conformational control be achieved via a sulfur–fluorine gauche effect?" Chemical Science 6, no. 6 (2015): 3565–71. http://dx.doi.org/10.1039/c5sc00871a.

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Herein detailed conformational analyses of β-fluorosulfides, -sulfoxides and -sulfones are disclosed, thus extending the scope of the fluorine gauche effect to the 3<sup>rd</sup> Period (X = SR, SOR, SO<sub>2</sub>R; ϕ<sub>FCCS</sub> ≈ 60°).
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Thiehoff, Christian, Lukas Schifferer, Constantin G. Daniliuc, Nico Santschi, and Ryan Gilmour. "The influence of electronic perturbations on the Sulfur–Fluorine Gauche Effect." Journal of Fluorine Chemistry 182 (February 2016): 121–26. http://dx.doi.org/10.1016/j.jfluchem.2016.01.003.

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Andrade, Laize A. F., та Matheus P. Freitas. "Not all third-row elements experience the fluorine gauche effect: β-fluorinated organophosphorus compounds". New Journal of Chemistry 41, № 20 (2017): 11672–78. http://dx.doi.org/10.1039/c7nj02463k.

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Conformational analyses of β-fluorinated organophosphorus compounds were theoretically carried out to probe the role of a possible fluorine–phosphorus gauche effect in conformer stabilization, specifically using a phosphine, a phosphine oxide, phosphinic and phosphonic acids, and the corresponding anions as model compounds.
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Aufiero, Marialuisa, and Ryan Gilmour. "Informing Molecular Design by Stereoelectronic Theory: The Fluorine Gauche Effect in Catalysis." Accounts of Chemical Research 51, no. 7 (2018): 1701–10. http://dx.doi.org/10.1021/acs.accounts.8b00192.

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Dissertations / Theses on the topic "Fluorine gauche effect"

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Gooseman, Natalie Elizabeth Jane. "The influence of the C-N⁺ ----- F-C charge dipole interaction in fluoro organic chemistry." Thesis, University of St Andrews, 2008. http://hdl.handle.net/10023/695.

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Chapter 1 introduces the discovery of elemental fluorine by H. Moissan and some uses of inorganic fluoride. Organo fluoro compounds and their place in pharmaceuticals and agrochemicals are also introduced. The general properties of fluorine and the C-F bond are discussed as well as conformational influences such as the fluorine gauche effect. Chapter 2 describes the C-N⁺------F-C charge dipole interactions within protonated amines and explains the influence of a β fluorine on the conformation on various crystalline structures. A number of systems are synthesised which contain this charge dipol
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