Preparation and Evaluation of Several New Pi-basic Chiral Stationary Phases

Download or read book Preparation and Evaluation of Several New Pi-basic Chiral Stationary Phases written by Kris Carl Deming and published by . This book was released on 1989 with total page pages. Available in PDF, EPUB and Kindle. Book excerpt: Several new chiral stationary phases (CSPs) derived from $alpha$-arylalkylamines and N-arylamino acids are evaluated based on their chromatographic performance. These new chiral stationary phases are useful for separation of the enantiomers of N-(3,5-dinitrobenzoyl) derivatized $alpha$- and $beta$-amino esters and amides, amines, amino alcohols, alcohols and $alpha$-amino phosphonates. These new CSPs are also very useful for separation of the enantiomers of N- and O-(3,5-dinitroanilido) derivatives of amines and alcohols and 3,5-dinitroanilide derivatives of chiral acids. A comparison is made between the CSP derived from N-(1-naphthyl)leucine and the commercially available CSP derived from N-(2-naphthyl)alanine based on the magnitude of chromatographic separation factors on the two stationary phases. Proton NMR studies and an X-ray crystal structure are discussed and provide additional support for the proposed chiral recognition model between N-(3,5-dinitrobenzoyl)amino acid derivatives and N-arylamino acid derived CSPs.