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Martha CT, Heemskerk A, Hoogendoorn JC, et al. High-throughput reaction optimisation and activity screening of ferrocene-based Lewis acid-catalyst complexes by using continuous-flow reaction detection mass spectrometry. Chemistry. 2009;15(30):7368-75doi: 10.1002/chem.200900317.
Martha, C. T., Heemskerk, A., Hoogendoorn, J. C., Elders, N., Niessen, W. M., Orru, R. V., & Irth, H. (2009). High-throughput reaction optimisation and activity screening of ferrocene-based Lewis acid-catalyst complexes by using continuous-flow reaction detection mass spectrometry. Chemistry (Weinheim an der Bergstrasse, Germany), 15(30), 7368-75. https://doi.org/10.1002/chem.200900317
Martha, Cornelius T, et al. "High-throughput reaction optimisation and activity screening of ferrocene-based Lewis acid-catalyst complexes by using continuous-flow reaction detection mass spectrometry." Chemistry (Weinheim an der Bergstrasse, Germany) vol. 15,30 (2009): 7368-75. doi: https://doi.org/10.1002/chem.200900317
Martha CT, Heemskerk A, Hoogendoorn JC, Elders N, Niessen WM, Orru RV, Irth H. High-throughput reaction optimisation and activity screening of ferrocene-based Lewis acid-catalyst complexes by using continuous-flow reaction detection mass spectrometry. Chemistry. 2009 Jul 27;15(30):7368-75. doi: 10.1002/chem.200900317. PMID: 19551778.
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Chemistry. 2009 Jul 27;15(30):7368-75. doi: 10.1002/chem.200900317.

High-throughput reaction optimisation and activity screening of ferrocene-based Lewis acid-catalyst complexes by using continuous-flow reaction detection mass spectrometry.

Chemistry (Weinheim an der Bergstrasse, Germany)

Cornelius T Martha, Anton Heemskerk, Jan-Carel Hoogendoorn, Niels Elders, Wilfried M A Niessen, Romano V A Orru, Hubertus Irth

Affiliations

  1. Department of Analytical Chemistry and Applied Spectroscopy, Faculty of Sciences, VU University Amsterdam, De Boelelaan 1083, 1081 HV Amsterdam, The Netherlands. [email protected]

PMID: 19551778 DOI: 10.1002/chem.200900317

Abstract

Optimising synthetic conversions and assessing catalyst performance is a tedious and laborious endeavour. Herein, we present an automated alternative to the commonly applied sequential approaches that are used to increase catalyst discovery process efficiencies by increasing the number of entities that can be tested. This new approach combines conversion of the reactants and determination of product formation into a single comprehensive reaction detection system that can be operated with minimal catalyst and reactant consumption. With this approach, rudimentary reaction conditions can be quickly optimised and the same system can then be used to screen for the optimal homogenous catalyst in a selected solution-phase synthetic conversion. The system, which is composed of standard HPLC components, can be used to screen catalyst libraries at a repetition rate of five minutes and can be run unsupervised. The sensitive mass spectrometric detection that is implemented in the reaction detection methodology can be used for the simultaneous monitoring of reactants, catalysts and product ions. In the experiments, the three-component reaction that gives a substituted 2-imidazoline was optimised. Afterwards, the same method was used to assess a library of ferrocene-based Lewis acid catalysts for performance in the aforementioned conversion in six different solvents. We demonstrate the feasibility of using this methodology to directly compare the performance results obtained in different solvents by calibrating the solvent-specific MS responses.

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