1. bookVolume 8 (2015): Issue 2 (October 2015)
Journal Details
License
Format
Journal
eISSN
1339-3065
First Published
10 Dec 2012
Publication timeframe
2 times per year
Languages
English
access type Open Access

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

Published Online: 05 Dec 2015
Volume & Issue: Volume 8 (2015) - Issue 2 (October 2015)
Page range: 120 - 125
Journal Details
License
Format
Journal
eISSN
1339-3065
First Published
10 Dec 2012
Publication timeframe
2 times per year
Languages
English
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.

Keywords

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