Aromatic C-H bond activation revealed by infrared multiphoton dissociation spectroscopy

0377947 - ÚOCHB 2013 RIV GB eng J - Journal Article
Jašíková, L. - Hanikýřová, E. - Schröder, Detlef - Roithová, J.
Aromatic C-H bond activation revealed by infrared multiphoton dissociation spectroscopy.
Journal of Mass Spectrometry. Roč. 47, č. 4 (2012), s. 460-465. ISSN 1076-5174. E-ISSN 1096-9888
Grant - others:GA ČR(CZ) GAP207/11/0338; Seventh Framework Program(XE) 226716
Institutional research plan: CEZ:AV0Z40550506
Keywords : C-H activation * density functional theory calculations * ion spectroscopy * metal oxides * rearrangements
Subject RIV: CC - Organic Chemistry
Impact factor: 3.214, year: 2012

Metal-oxide cations are models of catalyst mediating the CH bond activation of organic substrates. One of the most powerful reagents suggested in the gas phase is based on CuO+. Here, we describe the activation of the aromatic CH bonds of phenanthroline in its complex with CuO+. The reaction sequence starts with a hydrogen atom abstraction by the oxygen atom from the 2-position of the phenanthroline ring, followed by OH migration to the ring. Using infrared multiphoton spectroscopy, it is shown that the reaction can be energetically facilitated by additional coordination of a water ligand to the copper ion. As the reaction is intramolecular, a spectroscopic characterization of the product is mandatory in order to unambiguously address the reaction mechanism.
Permanent Link: http://hdl.handle.net/11104/0209957