Cyclocholates as Chiral Selectors for Capillary Gas Chromatography - Effect of Temperature Conditioning on the Chromatographic Behavior of the Stationary Phase

Bucaille, Nicolas; Vaton-Chanvrier, L.; Combret, Y.; Combret, Jean‐Claude

doi:10.1002/(sici)1521-4168(19991201)22:12<671::aid-jhrc671>3.0.co;2-6

Cited by 4 publications

(2 citation statements)

References 20 publications

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“…Recently, Bucaille et al [288] prepared two chiral cyclocholates and checked their chiral recognition ability in mixtures with polysiloxanes in capillary GC.…”

Section: Direct Separationmentioning

confidence: 99%

Chiral separation by chromatographic and electromigration techniques. A Review

Gübitz

Schmid

2001

Biopharm & Drug Disp

227

135

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This review gives a survey of different chiral separation principles and their use in high-performance liquid chromatography (HPLC), gas chromatography (GC), supercritical fluid chromatography (SFC), thin-layer chromatography (TLC), capillary electrophoresis (CE) and capillary electrochromatography (CEC) highlighting new developments and innovative techniques. The mechanisms of the different separation principles are briefly discussed and some selected applications are shown.

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“…Recently, Bucaille et al [288] prepared two chiral cyclocholates and checked their chiral recognition ability in mixtures with polysiloxanes in capillary GC.…”

Section: Direct Separationmentioning

confidence: 99%

Chiral separation by chromatographic and electromigration techniques. A Review

Gübitz

Schmid

2001

Biopharm & Drug Disp

227

135

View full text Add to dashboard Cite

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“…Se han preparado fases estacionarias basadas en derivados del ácido cólico ligados a sílice modificada con hidruros y evaluado su performance en HPLC, siendo exitosa la separación quiral de derivados de 2,2'-dihidroxi-1,1'-binaftilos e hidantoínas [31]. A partir de este antecedente, Bucaille y colaboradores prepararon dos ciclocolatos quirales y estudiaron su capacidad para el reconocimiento quiral en mezclas con polisiloxanos en GC capilar [32]. En la Figura 6 se muestra la estructura del ciclocolato sintetizado y utilizado como selector quiral en el mencionado trabajo.…”

Section: Ciclocolatosunclassified

Estudio de la complejación entre selectores quirales derivados de ciclodextrina y solutos con actividad óptica por cromatografía gaseosa en columnas capilares

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Objetivo general Desarrollo de métodos separativos quirales para la enantioseparación de compuestos de distintas familias químicas por cromatografía gaseosa empleando columnas capilares que contienen sistemas mixtos formados por una matriz polimérica quiral a base de polisiloxanos en los que se disolvió un derivado de γ-ciclodextrina. Objetivos específicos - Preparación y desarrollo de capilares para cromatografía de gases conteniendo como fase estacionaria depositada una película uniforme de espesor conocido. Las fases que se prepararon contienen distintos porcentajes de octakis(3-O-butanoil-2,6-di-O-pentil)-γ-ciclodextrina disuelta en un polisiloxano de polaridad intermedia como OV-1701 (7% fenil-7% ciano-metilpolisiloxano). Los capilares de evaluaron cromatográficamente (medición de eficiencia de la columna y capacidad de enantioreconocimiento). Este derivado de ciclodextrina elegido es líquido a temperatura ambiente, por lo que se prepararon mezclas desde 0 hasta aproximadamente un 30% p/p de selector en el polisiloxano. - Determinación de las constantes de asociación absolutas entre el derivado de ciclodextrina y solutos ópticamente activos de diversas familias químicas en un rango de temperaturas determinado fundamentalmente por la presión de vapor del soluto estudiado - Evaluación de la contribución ejercida por la matriz aquiral sobre la retención cromatográfica total y sobre la enantioselectividad de las columnas. - Medición e interpretación de los parámetros termodinámicos involucrados en la enantioseparación a partir de la dependencia de las constantes de asociación soluto-selector con la temperatura. - Comparación de las constantes absolutas obtenidas a una dada temperatura con los valores que se obtendrían a partir del modelo de incremento de la retención a la misma temperatura. Evaluación crítica de los resultados.

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Chiral Separations

Schmid

2007

Kirk-Othmer Encyclopedia of Chemical Technology

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The development of chiral separation methods became very important in recent years since it is known that the biological or pharmacological activities of compounds of biological or pharmaceutical interest is mostly restricted to one of the enantiomers. Starting in the late 1960s with classical column liquid chromatography and the first direct gc separation, subsequently methods for HPLC and TLC were developed. More recently, electromigration techniques such as capillary zone electrophoresis, capillary electrokinetic chromatography and capillary electrochromatography found application for chiral separation. A broad spectrum of chiral separation principles have been developed in the 1970s, 1980s and first half of the 1990s, in which mainly applications of these basic separation principles were published. Several thousand publications appeared in this field. Miniaturized systems such as micro‐chip capillary electrophoresis attracted increasing attention in recent years. On the other hand, preparative HPLC found access into industrial production of enantiopure drugs. This article gives an overview of the diversity of chiral separation principles and their mechanisms. Due to the nature of stereoselectivity, there will never exist a universal chiral separation method, the choice of the method always has to be adapted to the problem. However, a few predictions are possible. This article does list applications, beacuse of space constrainds.

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Cyclocholates as Chiral Selectors for Capillary Gas Chromatography - Effect of Temperature Conditioning on the Chromatographic Behavior of the Stationary Phase

Cited by 4 publications

References 20 publications

Chiral separation by chromatographic and electromigration techniques. A Review

Chiral separation by chromatographic and electromigration techniques. A Review

Estudio de la complejación entre selectores quirales derivados de ciclodextrina y solutos con actividad óptica por cromatografía gaseosa en columnas capilares

Chiral Separations

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