The s-triazine moiety as a scaffold for connecting different chiral auxiliaries:: synthesis of new biselector CSPs for enantioselective chromatography

An s-triazine scaffold bearing a free and a protected amino group was synthesised and used for connecting two different and differently derivatised aminoacids. Two diastereoisomeric chiral systems were obtained and, once linked to silica gel, they were used in the chromatographic resolution of structurally and electronically different racemic analytes, chosen among the racemates resolved by the isolated aminoacid derivatives. The collected results demonstrate the biselector behaviour of the CSPs in terms of enantiodiscriminating capability towards the class of racemic compounds resolved by both the isolated selectors as well as in terms of the independent action of the two chiral moieties of the system. (C) 2003 Elsevier Science Ltd. All rights reserved.