On the Mechanism of the Copper-Mediated C-S Bond Formation in the Intramolecular Disproportionation of Imine Disulfides

0367544 - ÚOCHB 2012 RIV US eng J - Journal Article
Rokob, Tibor András - Rulíšek, Lubomír - Šrogl, Jiří - Révész, Agnes - Zins, Emilie-Laure - Schröder, Detlef
On the Mechanism of the Copper-Mediated C-S Bond Formation in the Intramolecular Disproportionation of Imine Disulfides.
Inorganic Chemistry. Roč. 50, č. 20 (2011), s. 9968-9979. ISSN 0020-1669. E-ISSN 1520-510X
R&D Projects: GA MŠMT LC512
Grant - others:European Research Council(XE) AdG HORIZOMS
Institutional research plan: CEZ:AV0Z40550506
Keywords : collision-induced dissociation * DFT calculations * C-S bond formation * Cu(I) catalysis * infrared multiphoton spectroscopy
Subject RIV: CF - Physical ; Theoretical Chemistry
Impact factor: 4.601, year: 2011

The mechanism of the copper-mediated disproportionation of aromatic imine disulfides to benzothiazoles in the gas phase is investigated by experimental and theoretical methods. Application of infrared multiphoton dissociation and hydrogen/deuterium exchange experiments combined with density functional theory (DFT) calculations of the relevant molecular structures and the associated infrared spectra allow the identification of the observed ionic intermediates. The theoretical investigation of the possible reaction pathways supported by collision-induced dissociation experiments provides a consistent mechanistic picture of the reaction catalyzed by a single copper(I) ion.
Permanent Link: http://hdl.handle.net/11104/0006680