Cyclodextrin Derivatives in GC Separation of Racemic Mixtures of Volatiles. Part XI. Some Applications of Cyclodextrin Derivatives in GC Enantioseparations of Essential Oil Components

Bicchi, Carlo; D’Amato, Angela; Manzin, Valeria; Rubiolo, Patrizia

doi:10.1002/(sici)1099-1026(199703)12:2<55::aid-ffj615>3.0.co;2-r

Cited by 15 publications

(1 citation statement)

References 5 publications

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“…They have already demonstrated that any isomerization was provoked in both compounds when acetylated separately. The α value was higher than the α obtained in some α , β , and γ permethylated cyclodextrins [ 13 , 33 ] and in stationary GC phases of other cyclodextrin derivatives [ 39 – 41 ].…”

Section: Resultsmentioning

confidence: 69%

Acylation of Chiral Alcohols: A Simple Procedure for Chiral GC Analysis

Oromí-Farrús

Torres

Canela

2012

Journal of Analytical Methods in Chemistry

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The use of iodine as a catalyst and either acetic or trifluoroacetic acid as a derivatizing reagent for determining the enantiomeric composition of acyclic and cyclic aliphatic chiral alcohols was investigated. Optimal conditions were selected according to the molar ratio of alcohol to acid, the reaction time, and the reaction temperature. Afterwards, chiral stability of chiral carbons was studied. Although no isomerization was observed when acetic acid was used, partial isomerization was detected with the trifluoroacetic acid. A series of chiral alcohols of a widely varying structural type were then derivatized with acetic acid using the optimal conditions. The resolution of the enantiomeric esters and the free chiral alcohols was measured using a capillary gas chromatograph equipped with a CP Chirasil-DEX CB column. The best resolutions were obtained with 2-pentyl acetates (α = 3.00) and 2-hexyl acetates (α = 1.95). This method provides a very simple and efficient experimental workup procedure for analyzing chiral alcohols by chiral-phase GC.

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Section: Resultsmentioning

confidence: 69%

Acylation of Chiral Alcohols: A Simple Procedure for Chiral GC Analysis

Oromí-Farrús

Torres

Canela

2012

Journal of Analytical Methods in Chemistry

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Multidimensional Capillary GC-GC for the Analysis of Real Complex Samples. Part IV. Enantiomeric Distribution of Monoterpene Hydrocarbons and Monoterpene Alcohols of Lemon Oils

Mondello

Catalfamo

Cotroneo

et al. 1999

J. High Resol. Chromatogr.

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Application of comprehensive two-dimensional gas chromatography (GC×GC) to the enantioselective analysis of essential oils

Shellie

Marriott²,

Cornwell³

2001

J. Sep. Science

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A new method for the enantioselective analysis of essential oils is described, using comprehensive two‐dimensional gas chromatography (GC×GC). The column set comprised a primary column containing a cyclodextrin derivative as a chiral selector, and a secondary column containing a polyethylene glycol stationary phase. A cryogenic modulation system was used to achieve the GC×GC experiment. The enantiomeric compositions of a number of monoterpene hydrocarbons and oxygenated monoterpenes in Australian tea tree (Melaleuca alternifolia), including α‐thujene, sabinene, β‐pinene, α‐phellandrene, limonene, trans‐sabinene hydrate, cis‐sabinene hydrate, linalool, terpinen‐4‐ol, and α‐terpineol are reported. The GC×GC resolution advantage is shown to improve the efficiency of enantioselective essential oil analyses. In a single temperature programmed analysis, the individual antipodes of optically active components can be separated, and are effectively free from matrix interferences.

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Cyclodextrin Derivatives in GC Separation of Racemic Mixtures of Volatiles. Part XI. Some Applications of Cyclodextrin Derivatives in GC Enantioseparations of Essential Oil Components

Cited by 15 publications

References 5 publications

Acylation of Chiral Alcohols: A Simple Procedure for Chiral GC Analysis

Acylation of Chiral Alcohols: A Simple Procedure for Chiral GC Analysis

Multidimensional Capillary GC-GC for the Analysis of Real Complex Samples. Part IV. Enantiomeric Distribution of Monoterpene Hydrocarbons and Monoterpene Alcohols of Lemon Oils

Application of comprehensive two-dimensional gas chromatography (GC×GC) to the enantioselective analysis of essential oils

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