Home Thin Layer ChromatographyCatalyst Screening & TLC-MS for Reaction Analysis

Catalyst Screening & TLC-MS for Reaction Analysis

Sarah Trice, Thorsten vom Stein, Michael Schulz

Introduction

Catalyst screening is an important prerequisite in organic synthesis. KitAlysis™ High-Throughput Screening Kits showcase the most widely used catalytic methods of synthetic chemists, translated into an off-the-shelf screening system to quickly and efficiently identify or optimize suitable catalytic reaction conditions.

To evaluate the screening an analysis tool is needed. Thin layer chromatography (TLC) allows for a fast and cost-effective determination of the reaction progress by parallel analysis of the samples on one plate. This setup perfectly fits to the parallel synthesis utilizing KitAlysis™.

This application note displays the use of the KitAlysis™ High-Throughput Buchwald-Hartwig Amination Reaction Screening Kit for the optimization of the coupling of aryl bromide and diphenylamine combined with an evaluation of the result with TLC-MS analysis.

Schematic reaction showing the coupling of aryl bromide (1) and diphenylamine (2) to form biphenyl-4-yl-di-p-tolyl-amine (3), where the product has a molecular weight of 349.468 g/Mol.

Figure 1.Schematic reaction showing the coupling of aryl bromide (1) and diphenylamine (2) to form biphenyl-4-yl-di-p-tolyl-amine (3), where the product has a molecular weight of 349.468 g/Mol.

Results and Discussion

The two reactants, aryl bromide and diphenylamine, were applied in addition to the samples. The samples were clearly visible under UV-light, therefore no derivatization was necessary. Figures 2a, 2b and 2c show the developed plate under white light, at 254 nm and at 366 nm.