21-30 September 2021
Online Conference
Europe/Berlin timezone

Mechanistic Insights through In Situ Reaction Monitoring in Photocatalytic Synthesis

21 Sep 2021, 16:05
20m
Online Conference

Online Conference

CYSS2021 will be hosted online using Zoom. The poster session will follow a dual-format approach using a chat-platform and videoconference rooms.
Plenary Talk Spectroscopy Spectroscopy I

Speaker

Amiera Madani (Max-Planck-Institute of Colloids and Interfaces)

Description

Mechanistic Insights through In Situ Reaction Monitoring in Photocatalytic Synthesis

Amiera Madani ab, Jamal A. Malik a, Cristian Cavedona ab, Bartholomäus Pieber a
a) Department of Biomolecular Systems, Max-Planck-Institute of Colloids and Interfaces,
Am Mühlenberg 1, 14476 Potsdam, Germany;
b) Department of Chemistry and Biochemistry, Freie Universität Berlin,
Arnimallee 22, 14195 Berlin, Germany
Amiera.Madani@mpikg.mpg.de

In situ reaction monitoring is a powerful tool to track reactions in real time under synthetically relevant conditions.1 Such investigations unveil intermediates and allow to determine rate dependencies to understand reaction kinetics, which is essential to elucidate the underlying mechanism.
In this talk, I will present how in situ reaction monitoring was used to provide mechanistic insights in two photocatalytic reactions. First, a comprehensive kinetic examination of a dual nickel/photocatalytic C–O arylation using a homogeneous photocatalyst or a heterogeneous photocatalyst will be discussed. 2-3 We used in situ infrared spectroscopy for in-depth kinetic studies of both catalytic systems have been carried out by applying variable time normalization analysis (VTNA). The studies revealed arguments against the current mechanistic hypothesis, which states that the photocatalyst is only involved to trigger reductive elimination.
Second, I will present our efforts to track a newly developed photo oxidative cleavage of benzyl ether protecting groups using a LED-NMR setup.4 These investigations support the underlying mechanistic hypothesis and supports the notion that the reaction ceases upon light removal.emphasized text

  1. Nielsen, C. D. T.; Burés, J., Chem. Sci 2019, 10, 348-353. https://doi.org/10.1039/C8SC04698K
  2. Welin, E. R.; Le, C.; Arias-Rotondo, D. M.; McCusker, J. K.; MacMillan, D. W. C., Sci 2017, 355, 380-385. DOI: 10.1126/Science.Aal2490
  3. Malik, J. A.; Madani, A.; Pieber, B.; Seeberger, P. H., J. Am. Chem. Soc. 2020, 142, 11042-11049.https://dx.doi.org/10.1021/jacs.0c02848
  4. Cavedon, C.; Sletten, E. T.; Madani, A.; Niemeyer, O.; Seeberger, P. H.; Pieber, B., Org Lett 2021, 23, 514-518.https://dx.doi.org/10.1021/acs.orglett.0c04026

Primary author

Amiera Madani (Max-Planck-Institute of Colloids and Interfaces)

Co-authors

Dr Jamal Malik (Max Planck Institute of Colloids and Interfaces Allumni; Currently Springer Nature Group) Dr Bartholomäus Pieber (Max Planck Institute of Colloids and Interfaces) Mr Cristian Cavedon (Max Planck Institute of Colloids and Interfaces )

Presentation Materials