Chiral stationary phases based on derivatives of 4-amino-3,5-dinitrobenzoic acid

Chiral stationary phase represented by the structure (I):

• in which:
• P is:
• (i):
• a chiral group in an enantiomerically pure form, chosen between:
• —(CH2)nNHCOCH(R1)NH(R2) where:
• n ranges from 2 to 4, R1 is C1–C5 linear or branched alkyl, aryl;
• R2 is COAr or Ar, where Ar is an aryl or alkylaryl group, optionally substituted with one or more groups chosen among:
• NO2, CN, Cl, CH3, OCH3
• —COCH(R1)NH(R2) where:
• R1 and R2 are defined as above;
• (ii) or P is a spacer group covalently bound to a solid support for chromatography
• Q is:
• (i) a chiral group in an enantiomerically pure form, chosen among:
• —CHR10R11 where:
• R10 is H, C1–C5 linear or branched alkyl;
• R11 is cycloalkyl, arylalkyl, aryl, optionally substituted with one or more groups chosen among:
• NO2, CN, Cl, CH3, OCH3
• —CH(R13)CONH(R14) where:
• R13 is H, C1–C5 linear or branched alkyl, aryl, optionally substituted with NO2, CN, Cl, CH3, OCH3;
• R14 is alkylaryl, aryl, optionally substituted with one or more groups chosen among:
• NO2, CN, Cl, CH3, OCH3
• —CH(R3)CH(R4)(NHR5) where:
• R3 and R4 independently of each other are C1–C5 linear or branched alkyl, aryl, alkylaryl, optionally substituted with NO2, CN, Cl, CH3, OCH3, or R3 forms with R4 and with the carbon atoms bound to R3 and R4 a 5–6 term ring;
• R5 is an aryl, benzoyl group, optionally substituted with one or more groups chosen among:
• NO2, CN, Cl, CH3, OCH3.
• (ii) or Q is a spacer group covalently bound to a solid support for chromatography, and in which the aforesaid formula (I) always contains one chiral group and one spacer group bound to a solid support for chromatography, as defined above.