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Gas-phase studies of copper catalyzed aerobic cross coupling of thiol esters and arylboronic acids
- 1.0427665 - ÚOCHB 2015 RIV GB eng J - Journal Article
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
R&D Projects: GA ČR GAP207/12/0846
Grant - others:GA ČR(CZ) GAP207/11/0338
Institutional support: RVO:61388963
Keywords : boronic acids * catalysis * copper * cross coupling * electrospray ionization * mass spectrometry * kinetic studies
Subject RIV: CC - Organic Chemistry
Impact factor: 1.380, year: 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.
Permanent Link: http://hdl.handle.net/11104/0233189
Number of the records: 1