<abstract xmlns="http://www.w3.org/1999/xhtml"> In this work, the substituent effect on the Se-H bond dissociation enthalpy (BDE) for benzeneselenol and ten <italic>para</italic>-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 <italic>para</italic>-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.</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.

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

Institute of Physical Chemistry and Chemical Physics, Slovak University of Technology, Radlinského 9, SK-812 37 Bratislava, Slovakia

Acta Chimica Slovaca

In this work, the substituent effect on the Se-H bond dissociation enthalpy (BDE) for benzeneselenol and ten para-substituted benzeneselenols was investigated....

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

Pubblicato online: 14 dic 2012

Pagine: 176 - 179

DOI: https://doi.org/10.2478/v10188-012-0027-x

Parole chiave
DFT, bond dissociation enthalpy, benzeneselenol

This content is open access.

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

Pubblicato online: 14 dic 2012

Pagine: 176 - 179

DOI: https://doi.org/10.2478/v10188-012-0027-x

Parole chiaveDFT, bond dissociation enthalpy, benzeneselenol

This content is open access.

Parole chiave
DFT, bond dissociation enthalpy, benzeneselenol