<abstract xmlns="http://www.w3.org/1999/xhtml"><p> The first step of SPLET mechanism in solution phase for 15 benzoic acid derivatives was studied from the thermodynamic point of view. For this purpose, proton affinities (PAs) of corresponding carboxylate or phenoxide anions were computed by means of DFT method employing B3LYP and M062X functionals with 6-311++G** basis set and SMD or IEF-PCM solvent model. The substituent effect on PAs was analyzed in terms of Hammett constants, σ<sub>p</sub>. Found dependences exhibit satisfactory linearity and enable quick estimation of solution phase PAs from the Hammett constants.</p></abstract>

The first step of SPLET mechanism in solution phase for 15 benzoic acid derivatives was studied from the thermodynamic point of view. For this purpose, proton affinities (PAs) of corresponding carboxylate or phenoxide anions were computed by means of DFT method employing B3LYP and M062X functionals with 6-311++G** basis set and SMD or IEF-PCM solvent model. The substituent effect on PAs was analyzed in terms of Hammett constants, σp. Found dependences exhibit satisfactory linearity and enable quick estimation of solution phase PAs from the Hammett constants.

Theoretical study of the first step of SPLET mechanism: O–H bond cleavage in the mono-substituted benzoic acids

Department of Chemical Physics, Faculty of Chemical and Food Technology, Slovak University of Technology, Radlinského 9, SK-812 37 Bratislava, Slovakia

Acta Chimica Slovaca

This work is licensed under the Creative Commons Attribution-NonCommercial-NoDerivatives 4.0 License.

The first step of SPLET mechanism in solution phase for 15 benzoic acid derivatives was studied from the thermodynamic point of view. For this purpose, proton...

Theoretical study of the first step of SPLET mechanism: O–H bond cleavage in the mono-substituted benzoic acids

Publié en ligne: 05 déc. 2015

Pages: 120 - 125

DOI: https://doi.org/10.1515/acs-2015-0021

Mots clés
Proton affinity, B3LYP, M062X, IEF-PCM, SMD, benzoic acid derivatives

© Faculty of Chemical and Food Technology, Slovak University of Technology in Bratislava

This work is licensed under the Creative Commons Attribution-NonCommercial-NoDerivatives 4.0 License.

Theoretical study of the first step of SPLET mechanism: O–H bond cleavage in the mono-substituted benzoic acids

Publié en ligne: 05 déc. 2015

Pages: 120 - 125

DOI: https://doi.org/10.1515/acs-2015-0021

Mots clésProton affinity, B3LYP, M062X, IEF-PCM, SMD, benzoic acid derivatives

© Faculty of Chemical and Food Technology, Slovak University of Technology in Bratislava

This work is licensed under the Creative Commons Attribution-NonCommercial-NoDerivatives 4.0 License.

Mots clés
Proton affinity, B3LYP, M062X, IEF-PCM, SMD, benzoic acid derivatives