Separation of the enantiomers of each member of a series of diethyl N-(aryl)-1-amino-1-arylmethanephosphonates is easily accomplished by HPLC using a WHELK-O column. This totally synthetic chiral stationary phase (CSP 1) is designed to utilize specifiable interactions to differentiate between enantiomers. The structural features of these phosphonates suggested that CSP 1 would be applicable to the separation of the enantiomers of this class of compounds even though there was an element of uncertainty owing to the presence of two pi-basic interaction sites, one on either side of the stereogenic center. The structures of the pi-basic N-aryl and C-aryl substituents have been varied, the structure of the latter being found to have the greatest effect on retention and enantioselectivity.
|Titolo:||Facile separation of the enantiomers of diethyl N-(aryl)-1-amino-1-arylmethanephosphonates on a rationally designed chiral stationary phase|
|Data di pubblicazione:||1996|
|Citazione:||Facile separation of the enantiomers of diethyl N-(aryl)-1-amino-1-arylmethanephosphonates on a rationally designed chiral stationary phase / Pirkle WH; Brice LJ; Caccamese S; Principato G; Failla S. - In: JOURNAL OF CHROMATOGRAPHY A. - ISSN 0021-9673. - 721:2(1996), pp. 241-246.|
|Appare nelle tipologie:||1.1 Articolo in rivista|