- Synthesis and chromatographic evaluation of the new phase heptakis (3-O-pentafluoropropionyl-2,6-di-O-pentyl)-β-cyclodextrin
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In this work, a new chiral stationary phase heptakis (3-O- pentafluoropropionyl-2,6-di-O-pentyl)-β-cyclodextrin was synthesized and evaluated with a wide variety of volatile chiral compounds. As a result, the new cyclodextrin derivative can be applied to the separation of chiral components of essential oils, as hydrocarbons, ketones, aldehydes, alcohols and of various classes of synthetic chiral compounds, as long chain alcohols, halocarbons, nitrogen and sulfur containing compounds.
- Mallmann, Anderson S.,Ethur, Eduardo M.,Da Silva, Ubiratan F.,Dalcol, Ionara I.,Morel, Ademir F.
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- NMR Spectroscopic Properties of Heptakis(2,6-di-O-pentyl)-β-Cyclodextrin: Two-Dimensional NMR Spectra of a Key Intermediate in Preparing Chiral Stationary Phases for Enantioselective Capillary Gas Chromatography
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The 1H and 13C NMR spectra of heptakis(2,6-di-O-pentyl)-β-cyclodextrin in deuteriochloroform have been fully and unambiguousy assigned.Several methods, including homo- and heteronuclear spin decoupling, two-dimensional homo- and hetero-nuclear correlation NMR spectroscopy, spectral simulation and the measurement of relaxation times were used for chemical shift assignments.
- Meier-Augenstein, Wolfram,Burger, Barend V.,Spies, Hendrik S. C.
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- Regioselective alkylation of β-cyclodextrin
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Methodology for preparation of heptakis(2,6-di-O-alkyl)-β-cyclodextrins, heptakis(2-O-alkyl)-β-cyclodextrins, and heptakis(6-O-alkyl)-β-cyclodextrins in substantially purified form has been developed. Treatment of β-cyclodextrin (1) with sodium or barium
- Bansal, Paramjit S.,Francis, Craig L.,Hart, Noel K.,Henderson, Scott A.,Oakenfull, David,Robertson, Alan D.,Simpson, Gregory W.
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p. 915 - 923
(2007/10/03)
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- Carbamate Derivatives of β-Cyclodextrin as Chiral Stationary Phases for Metal Capillary Gas Chromatography
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Three kinds of novel chiral stationary phases for capillary gas chromatography, heptakis(2,6-di-O-pentyl)-β-cyclodextrin hepta(3-n-propyl, 3-isopropyl, and 3-phenylcarbamate), were prepared.Metal capillary columns coated with the stationary phases showed impressive enantioseparation toward many kinds of racemic compounds.
- Takeichi, Tsutomu,Shimura, Sigeru,Toriyama, Hisashi,Takayama, Yuzi,Morikawa, Masami
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p. 1069 - 1072
(2007/10/02)
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- Conformational Analyses of Alkylated β-Cyclodextrins by NMR Spectroscopy
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β-Cyclodextrin was derivatized with 1-bromoalkanes of different chain lengths.The yield as well as the purity of the resulting cyclodextrin derivatives were improved by using solvent mixtures instead of pure solvents.The heptakis(2,6-di-O-alkyl)- and hept
- Meier-Augenstein, Wolfram,Burger, Barend V.,Spies, Hendrik S. C.,Burger, Wina J. G.
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p. 877 - 886
(2007/10/02)
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- Synthesis and characterisation of some lipophilic per(2,6-di-O-alkyl)cyclomalto-oligosaccharides
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Cyclomalto-hexa-, -hepta-, and -octa-ose (cyclodextrins; α-, β-, and γ-CD) were alkylated severally using propyl, butyl, pentyl, 3-methylbutyl, and dodecyl bromides and NaOH in methyl sulfoxide at 23 deg C.After reaction for 3-9 days, the per(2,6-di-O-alkyl)-CDs were formed.The regiospecifity of these alkylations was higher than for methylations.The best yields of crystalline products were obtained for the butyl derivatives of α- and β-CD (37percent and 41percent, respectively).The homogeneity of the pattern of substitution was verified by degradation analysis, f.a.b.-m.s., and n.m.r. spectroscopy.
- Wenz, Gerhard
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p. 257 - 266
(2007/10/02)
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