Immobilized isocyanates for derivatization of amines for chiral recognition in liquid chromatography with UV detection.
Solid-phase derivatization reagents containing a 3,5-dinitrophenyl moiety for the derivatization of amines are described. The reagents are useful for Pirkle-type recognition of stereochemical composition of amines and related nucleophiles. The ability to stabilize 3,5-dinitrophenylisocyanate by covalent immobilization on a polymeric support varied greatly with the support chosen. The kinetics of the activated dinitrophenylcarbamate and the use of this reagent for enhanced recognition of optical purity is shown and compared to previous findings with a similar polymeric activated ester.
Bourque
A J
AJ
Department of Chemistry, Barnett Institute, Northeastern University, Boston, MA 02115.
Krull
I S
IS
D000438:Alcohols / Q000737:chemistry; D000605:Amino Alcohols / Q000737:chemistry; D002853:Chromatography, Liquid; D004136:Dinitrobenzenes / Q000737:chemistry*; D017953:Isocyanates / Q000737:chemistry*; D007700:Kinetics; D010627:Phenethylamines / Q000032:analysis / Q000737:chemistry*; D011108:Polymers; D013056:Spectrophotometry, Ultraviolet; D013237:Stereoisomerism
D000438:Alcohols; D000605:Amino Alcohols; D004136:Dinitrobenzenes; D017953:Isocyanates; D010627:Phenethylamines; D011108:Polymers; C068908:3,5-dinitrophenyl isocyanate