Page 10 - Chiral Separation Techniques

X Contents

6 Enantiomer Separations using Designed Imprinted
Chiral Phases 153
Börje Sellergren

6.1 Introduction 153
6.2 Molecular Imprinting Approaches 155
6.3 Structure-Binding Relationships 159
6.3.1 High Selectivity 160
6.3.2 Low Selectivity 163
6.3.3 Studies of the Monomer-Template Solution Structures 163
6.4 Adsorption Isotherms and Site Distribution 164
6.5 Adsorption-Desorption Kinetics and Chromatographic
Band Broadening 167
6.6 Factors to Consider in the Synthesis of MICSPs 168
6.6.1 Factors Related to the Monomer-Template Assemblies 169
6.6.2 Influence of the Number of Template Interaction Sites 175
6.6.3 Thermodynamic Factors 176
6.6.4 Factors Related to Polymer Structure and Morphology 177
6.7 Methods for Combinatorial Synthesis and Screening of Large
Number of MIPs 178
6.8 New Polymerization Techniques 180
6.9 Other Separation Formats 181
6.10 Conclusions 183
References 184

7 Chiral Derivatization Chromatography 187
Michael Schulte

7.1 Introduction 187
7.2 Different Approaches for Derivatization Chromatography 188
7.2.1 Type I: Covalent Derivatization with a Unichiral Derivatizing
Agent 189
7.2.1.1 Types of Modifications for Different Groups 190
7.2.1.2 Separation of Amino Acid Enantiomers after Derivatization
with Ortho-Phthaldialdehyde (OPA) and a Unichiral Thiol
Compound 193
7.2.2 Type II: Selective Derivatization of One Compound 198
7.2.3 Type III: Increase in Selectivity 200
7.2.4 Type IV: Derivative with best Selectivity 201
7.2.5 Type V: Reactive Separation 202
7.3 Conclusions 203
References 204