2020
DOI: 10.1002/ejoc.201901780
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Stereoelectronic Effects in Multivicinal Fluoroalkanes and Conformational Implications

Abstract: Multivicinal fluoroalkanes is an interesting group of fluorinated compounds whose synthesis have been extensively explored, but it lacks theoretical studies to support and understand experimental evidences about their geometry. This work elucidates the effects that rule multivicinal fluoroalkanes preference for helical character in extended geometries. Molecules chosen as models are all-syn and all-anti multivicinal fluorinated [a]

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Cited by 3 publications
(2 citation statements)
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“…[5]- [9] Recent advances have been recently achieved by our group, relating stereoelectronic effects and geometry on perfluoroalkanes [10] and multivicinalfluoroalkanes. [11] The systematic study of perchlorinated molecules have been raised since early 70's [12] and had reached significant advances with the arising of computational chemistry. [13]- [20] Despite the experimental limitations on synthesizing and isolating perchloroalkanes with more than 4 carbon atoms, [21], [22] theoretical studies about them are particularly interesting once they allow to analyse stereoelectronic effects in sterically overcrowded molecules.…”
Section: Introductionmentioning
confidence: 99%
“…[5]- [9] Recent advances have been recently achieved by our group, relating stereoelectronic effects and geometry on perfluoroalkanes [10] and multivicinalfluoroalkanes. [11] The systematic study of perchlorinated molecules have been raised since early 70's [12] and had reached significant advances with the arising of computational chemistry. [13]- [20] Despite the experimental limitations on synthesizing and isolating perchloroalkanes with more than 4 carbon atoms, [21], [22] theoretical studies about them are particularly interesting once they allow to analyse stereoelectronic effects in sterically overcrowded molecules.…”
Section: Introductionmentioning
confidence: 99%
“…Since the discovery of helical structure of fluorocarbons by Bunn et al [5] , there have been several propositions for the driving force to helicity [6–9]. Recent advances have been recently achieved by our group, relating stereoelectronic effects and geometry on perfluoroalkanes [10] and multivicinal fluoroalkanes [11]. Regarding perchlorinated molecules, their systematic study have been raised since early 70's [12] and had reached significant advances with the arising of computational chemistry [13–20].…”
Section: Introductionmentioning
confidence: 99%