Gas-phase studies of copper catalyzed aerobic cross coupling of thiol esters and arylboronic acids

0427665 - ÚOCHB 2015 RIV GB eng J - Článek v odborném periodiku
Tsybizová, A. - Schröder, Detlef - Roithová, J. - Henke, A. - Šrogl, Jiří
Gas-phase studies of copper catalyzed aerobic cross coupling of thiol esters and arylboronic acids.
Journal of Physical Organic Chemistry. Roč. 27, č. 3 (2014), s. 198-203. ISSN 0894-3230. E-ISSN 1099-1395
Grant CEP: GA ČR GAP207/12/0846
Grant ostatní: GA ČR(CZ) GAP207/11/0338
Institucionální podpora: RVO:61388963
Klíčová slova: boronic acids * catalysis * copper * cross coupling * electrospray ionization * mass spectrometry * kinetic studies
Kód oboru RIV: CC - Organická chemie
Impakt faktor: 1.380, rok: 2014

Electrospray ionization/mass spectrometry (ESI-MS) is used to monitor a Cu-catalyzed aerobic cross-coupling reaction between thiol esters and arylboronic acids. The ESI spectra show the formation of Cu-complexes with the starting thiol ester 1 and the coupling product. The formation of an ionic complex at m/z 305 is observed, most likely occurring upon the elimination of a mixed anhydride from [(1)CuOAc](+). An online monitoring of the reaction using ESI-MS was carried out allowing calculation of rate constants and thermodynamic parameters (H-double dagger, S-double dagger, and G(double dagger)) for the title reaction.
Trvalý link: http://hdl.handle.net/11104/0233189