Jump to main content
Jump to site search

Issue 32, 2016
Previous Article Next Article

Photofragmentation mechanisms in protonated chiral cinchona alkaloids

Author affiliations


The photo-stability of protonated cinchona alkaloids is studied in the gas phase by a multi-technique approach. A multi-coincidence technique is used to demonstrate that the dissociation is a direct process. Two dissociation channels are observed. They result from the C8–C9 cleavage, accompanied or not by hydrogen migration. The branching ratio between the two photo-fragments is different for the two pseudo-enantiomers quinine and quinidine. Mass spectrometry experiments coupling UV photo-dissociation of the reactants and structural characterization of the ionic photo-products by Infra-Red Multiple Photo-Dissociation (IRMPD) spectroscopy provide unambiguous information on their structure. In addition, quantum chemical calculations allow proposing a reactive scheme and discussing it in terms of the ground-state geometry of the reactant.

Graphical abstract: Photofragmentation mechanisms in protonated chiral cinchona alkaloids

Back to tab navigation

Supplementary files

Publication details

The article was received on 10 Jun 2016, accepted on 19 Jul 2016 and first published on 21 Jul 2016

Article type: Paper
DOI: 10.1039/C6CP04041A
Citation: Phys. Chem. Chem. Phys., 2016,18, 22668-22677
  •   Request permissions

    Photofragmentation mechanisms in protonated chiral cinchona alkaloids

    S. Kumar, B. Lucas, J. Fayeton, D. Scuderi, I. Alata, M. Broquier, K. L. Barbu-Debus, V. Lepère and A. Zehnacker, Phys. Chem. Chem. Phys., 2016, 18, 22668
    DOI: 10.1039/C6CP04041A

Search articles by author