EurekaMag
+ Translate
+ Most Popular
Gaucher's disease;thirty-two years experience at Siriraj Hospital
A study of Macrobathra Meyrick from China (Lepidoptera, Cosmopterigidae)
First occurrence in ores of tetragonal chalcocite
Effects of trace element nutrition on sleep patterns in adult women
N.Z. range management guidelines. 2. Design of grazing management systems for tussock country
A case of lipoma of the esophagus
A revision of world Acanthosomatidae (Heteroptera: Pentatomidae): keys to and descriptions of subfamilies, tribes and genera, with designation of types
Life history of the coronate scyphozoan Linuche unguiculata (Swartz, 1788)
Perceptual restoration of obliterated sounds
Mutagenicity studies on two chromium(III) coordination compounds
The formation of the skeleton. I. Growth of a long bone. 1st appearance of a center of calcification
Leucopenia and abnormal liver function in travellers on malaria chemoprophylaxis
The joint commission: four key root causes loom large in sentinel event data
Treatment of vitiligo with topical 15% lactic acid solution in combination with ultra violet-A
Behaviour of dairy cows within three hours after feed supply: I. Influence of housing type and time elapsing after feed supply
Observations of the propagation velocity and formation mechanism of burst fractures caused by gunshot
Management and control of patients with type 2 diabetes mellitus in Lebanon: results from the International Diabetes Management Practices Study (IDMPS)
The diet composition and nutritional knowledge of patients with anorexia nervosa
Physoporella croatica Herak, 1958 of the Slovak karst Anisian (Slovakia, the West Carpathians Mts.)
Bright lights, big noise. How effective are vehicle warning systems?
Ein Plesiosaurier-Rest mit Magensteinen aus mittlerem Lias von Quedlinburg
Incidence of Chlamydia trachomatis in patients with sterility
Monster soup: the microscope and Victorian fantasy
Preliminary tests with residual sprays against poultry lice
Duration of the life of plants in phylogeny

Improved enantiomeric separation of dihydrodiols of polycyclic aromatic hydrocarbons on chiral stationary phases by derivatization to O-methyl ethers


Improved enantiomeric separation of dihydrodiols of polycyclic aromatic hydrocarbons on chiral stationary phases by derivatization to O-methyl ethers



Journal of Chromatography 461: 377-395



ISSN/ISBN: 0021-9673

PMID: 2708480

DOI: 10.1016/s0021-9673(00)94305-x

K-region trans-dihydrodiol derivatives of phenanthrene, 1-methylphenanthrene, 4,5-methylenephenanthrene, pyrene, 1-bromopyrene, chrysene, benzo[c]phenanthrene, benz[a]anthracene, 1-, 4-, 6-, 7-, 11- and 12-methylbenz[a]anthracenes, 7,12-dimethylbenz[a]anthracene, 3-methylcholanthrene, and benzo[a]pyrene, and non-K-region trans-3,4-dihydrodiols of benz[a]anthracene, chrysene, and 7,12-dimethylbenz[a]anthracene are converted to O-methyl ethers. Enantiomers of these O-methyl ethers are generally more efficiently separated on Pirkle's chiral stationary phases than the enantiomers of underivatized dihydrodiols. O-Methyl ethers are substantially less polar than dihydrodiols, and O-methyl ethers are eluted with shorter retention times. Eluents of lower polarity can hence be used. This enhances chiral interactions between chiral stationary phase and solutes, allowing improved separation of enantiomers.

Please choose payment method:






(PDF emailed within 0-6 h: $19.90)

Accession: 040380023

Download citation: RISBibTeXText

Related references

Development of chiral stationary phases for the enantiomeric resolution of dihydrodiols of polycyclic aromatic hydrocarbons by π-donor-acceptor interactions. Journal of Chromatography 659(1): 57-68, 1994

Chiral stationary phase hplc separation of enantiomeric oxygenated derivatives of polycyclic aromatic hydrocarbons and application to metabolism studies. Holmstedt, B , H Frank And B Testa (Ed ) Chirality And Biological Activity; International Symposium, Tuebingen, West Germany, April 5-8, 1988 Xvi+283p Alan R Liss, Inc : New York, New York, Usa Illus 81-110, 1989

Chiral recognition mechanisms in the direct resolution of diol enantiomers of some polycyclic aromatic hydrocarbons by high performance liquid chromatography with chiral stationary phases. Journal of Liquid Chromatography 9(2-3): 473-492, 1986

Comparison of stationary hplc phases for the separation of polycyclic aromatic hydrocarbons. Zeitschrift fuer Wasser- und Abwasser- Forschung 20(6): 212-216, 1987

Direct enantiomeric resolution of cyclic alcohol derivatives of polycyclic aromatic hydrocarbons by chiral stationary phase high-performance liquid chromatography. Journal of Chromatography 291: 265-273, 1984

Comparison of stationary hplc phases for the separation and determination of polycyclic aromatic hydrocarbons 16 pah's of nbs standard. Zeitschrift fuer Wasser- und Abwasser- Forschung 20(5): 174-179, 1987

A Comparison of Dicoronylene and Octadecylsilica Stationary Phases for Separation of Polycyclic Aromatic Hydrocarbons by Microcolumn Liquid Chromatography. Polycyclic Aromatic Compounds 1(3): 151-159, 1990

Chemically bonded phenylsilicone stationary phases for the liquid chromatographic separation of polycyclic aromatic hydrocarbons and cyclosiloxanes. International Symposium on Liquid Chromatography 722(1-2): 97-105, 1996

Separation of enantiomeric algal pheromones and related hydrocarbons by gas-liquid Chromatography on Modified Cyclodextrins as Chiral Stationary Phases. Biosynthetic relevance of racemic by-products. Helvetica Chimica Acta 72(6): 1288-1292, 1989

Vergleich stationärer Phasen für die Trennung polyciclischer aromatischer Kohlenwasserstoffe in wasser mittels Hochdruck-flüssigchromatographie (6 PAH's nach TVO) - Comparaison des phases stationnaires-HPLC pour la séparation d'hydrocarbures aromatiques polycycliques - Comparison of stationary HPLC-phases for the separation of polycyclic aromatic hydrocarbons (6 PAH's of TVO). Zeitschrift für Wasser- und Abwasser-Forschung 20(6): 212-215, 1987

Shape-selective separation of polycyclic aromatic hydrocarbons by reversed-phase liquid chromatography on tetraphenylporphyrin-based stationary phases. Journal of Chromatography 641(1): 49-55, 1993

Unique molecular shape selectivity of porphyrin-based HPLC stationary phases Application to separation of polycyclic aromatic hydrocarbons and fullerenes. Abstracts of Papers American Chemical Society 210(1-2): ANYL 57, 1995

Metallomesogens as stationary phases for ligand exchange gas chromatography - Part I. The use of nickel and zinc complexes of 4-decanoxydithiobenzoic acid for the separation of polycyclic aromatic hydrocarbons and dialkyl sulfides. Analytica Chimica Acta 332(1): 23-30, 1996

Separation of some enantiomeric di- and tripeptides on chiral stationary phases. Journal of Chromatography 398: 203-209, 1987

Preparative enantiomeric separation of new aromatase inhibitors by HPLC on polysaccharide-based chiral stationary phases: Determination of enantiomeric purity and assignment of absolute stereochemistry by X-ray structure analysis. Chirality 17(9): 600-607, 2005