2000
DOI: 10.1016/s0021-9673(00)00485-4
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Experimental support differenciating two proposed chiral recognition models for the resolution of N-(3,5-Dinitrobenzoyl)-α-arylalkylamines on high-performance liquid chromatography chiral stationary phases

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Cited by 22 publications
(11 citation statements)
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“…These This difference may be occasioned by additional edge-to-face pÀp interaction between H8 proton and the phenyl group at the chiral center. 19 From this result, it is possible to imagine that the phenyl group on chiral selector may be closely located above the H8 proton in order to affect the ring current effect.…”
Section: Resultsmentioning
confidence: 99%
“…These This difference may be occasioned by additional edge-to-face pÀp interaction between H8 proton and the phenyl group at the chiral center. 19 From this result, it is possible to imagine that the phenyl group on chiral selector may be closely located above the H8 proton in order to affect the ring current effect.…”
Section: Resultsmentioning
confidence: 99%
“…Chiral recognition, responsible for the formation of the new complexes, is a very well described process based on the 'three points interactions' concept. 13,16,18 The formation of these complexes, therefore, resulted from different interactions. Consequently, complexes with different stabilities (and life-times) are formed.…”
Section: Retentivity and Enantioselectivity Obtained For Racemates Usmentioning
confidence: 99%
“…[8][9][10][11][12][13][14][15][16][17][18] In HPLC this resolution is only possible by the transient formation of a pair of diastereomers with different chemical properties and consequently different retentivities. For this purpose enantiomers are submitted to chromatography either on a chiral stationary phase (CSP) or using an achiral stationary phase with a chiral modifier in the mobile phase.…”
Section: Introductionmentioning
confidence: 99%
“…Importantly, at least one of the interactions must be stereochemically dependent when one of the enantiomers is separated. A simplified “single mechanism” model was later proposed by Hyun et al ., with the importance of face to edge π–π interaction between aromatic rings 9. It might imply that the π–π interaction could probably be predominant among various interactions for certain chiral separations.…”
Section: Introductionmentioning
confidence: 99%