1. bookVolume 5 (2012): Issue 2 (October 2012)
Journal Details
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Format
Journal
eISSN
1339-3065
ISSN
1337-978X
First Published
10 Dec 2012
Publication timeframe
2 times per year
Languages
English
access type Open Access

On the enthalpies of homolytic Se–H bond cleavage in para-substituted benzeneselenols

Published Online: 14 Dec 2012
Volume & Issue: Volume 5 (2012) - Issue 2 (October 2012)
Page range: 176 - 179
Journal Details
License
Format
Journal
eISSN
1339-3065
ISSN
1337-978X
First Published
10 Dec 2012
Publication timeframe
2 times per year
Languages
English
Abstract

In this work, the substituent effect on the Se-H bond dissociation enthalpy (BDE) for benzeneselenol and ten para-substituted benzeneselenols was investigated. The set of various electron-donating and electron-withdrawing substituents was used. The gas-phase bond dissociation enthalpies were calculated using B3LYP/6-311++G** method. Obtained trends were compared with those found for para-substituted phenols and thiophenols for the same set of substituents. While the BDE = ƒ(σp) dependences for phenols and thiophenols exhibit very good linearity, for benzeneselenols, the linearity is rather insufficient. It was found for oxygen, sulphur and selenium that the larger the atom is, the weaker the substituent induced changes in corresponding BDE values are. It has been also observed that the larger the atom, the smaller corresponding BDEs.

Keywords

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