82572-27-8Relevant academic research and scientific papers
HPLC enantioseparation on a homochiral MOF-silica composite as a novel chiral stationary phase
Tanaka, Koichi,Muraoka, Toshihide,Otubo, Yasuhiro,Takahashi, Hiroki,Ohnishi, Atsushi
, p. 21293 - 21301 (2016/03/08)
The last frontier in the development of chiral stationary phases for chromatographic enantioseparation involves homochiral metal-organic frameworks (MOFs). Using enantiopure (R)-2,2′-dihydroxy-1,1′-binaphthalene-6,6′-dicarboxylic acid as a starting material, we prepared three homochiral MOFs that were further used as chiral stationary phases for high-performance liquid chromatography to separate the enantiomers of various kinds of racemic sulfoxides, sec-alcohols, β-lactams, benzoins, flavanones and epoxides. The experimental results showed excellent performances for enantioseparation, and highlighted that enantioseparation on homochiral MOF columns is practical.
Nanocellulose derivative/silica hybrid core-shell chiral stationary phase: Preparation and enantioseparation performance
Zhang, Xiaoli,Wang, Litao,Dong, Shuqing,Zhang, Xia,Wu, Qi,Zhao, Liang,Shi, Yanping
, (2016/06/15)
Core-shell silica microspheres with a nanocellulose derivative in the hybrid shell were successfully prepared as a chiral stationary phase by a layer-by-layer self-assembly method. The hybrid shell assembled on the silica core was formed using a surfactant as template by the copolymerization reaction of tetraethyl orthosilicate and the nanocellulose derivative bearing triethoxysilyl and 3,5-dimethylphenyl groups. The resulting nanocellulose hybrid core-shell chiral packing materials (CPMs) were characterized and packed into columns, and their enantioseparation performance was evaluated by high performance liquid chromatography. The results showed that CPMs exhibited uniform surface morphology and core-shell structures. Various types of chiral compounds were efficiently separated under normal and reversed phase mode. Moreover, chloroform and tetrahydrofuran as mobile phase additives could obviously improve the resolution during the chiral separation processes. CPMs still have good chiral separation property when eluted with solvent systems with a high content of tetrahydrofuran and chloroform, which proved the high solvent resistance of this new material.
NEW CHIRAL STATIONARY PHASES FOR CHROMATOGRAPHY BASED ON AROMATIC ALLYL AMINES
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Page/Page column 16, (2009/10/22)
New chiral stationary phases (CSPs) based on chiral selectors covalently bound on a solid support were prepared. Chiral selectors were obtained from enantiomerically pure aromatic amines and 3,5-dinitrobenzoic acid and then linked to the support surface through the allylic double bond. Such obtained materials allow enantioseparation of racemates or enantiomerically enriched compounds. These chiral stationary phases can be used as fillings in chromatographic columns for enantiomer separation of naproxen type drugs and other similar non-steroidal anti-inflammatory drugs (NSAID) by means of high performance liquid chromatography on both the analytical and preparative scale.
Supramolecular control of photochemical enantiomeric induction and radical pair recombination in zeolites
Kaprinidis, Nikolas A.,Landis, Margaret S.,Turro, Nicholas J.
, p. 2609 - 2612 (2007/10/03)
Geminate radical pairs are formed from the α-photocleavage of aryl ketones within the supercage of zeolites which has been modified with chiral guest molecules. Herein, we report the supramolecular structure and dynamic control of both the enantiomeric selectivity and probability of the recombination of the radical pairs.
Flash Chiral Chromatography using Carbohydrate Carbamate-coated Silica
Matlin, Stephen A.,Grieb, Sally J.,Belenguer, Ana M.
, p. 301 - 302 (2007/10/02)
Enantiomers of many chiral compounds are resolved rapidly on a preparative scale by passage through a column packed with flash chromatography silica which has been physically coated with a carbohydrate carbamate.
N,S-DIMETHYL-S-PHENYLSULFOXIMINE. A REAGENT FOR THE OPTICAL RESOLUTION OF KETONES
Johnson, Carl R.,Zeller, James R.
, p. 1225 - 1234 (2007/10/02)
The addition of the α-lithio derivative of (+)- or (-)-N,S-dimethyl-S-phenylsulfoximine to selected dl-ketones was carried out at -78 deg C in tetrahydrofuran followed by acid quench at that temperature to produce mixtures of diastereomeric β-hydroxysulfoximines.The optically-active diastereomers were chromatographically separated on silica gel.The purified diastereomers were thermolyzed at ca. 130 deg to produce optically-active ketones and the optically-active sulfoximine which could be recycled.
