Acta Chimica Slovaca (ACS) publishes papers on fundamental and applied aspects of chemistry, biochemistry, chemical technology, chemical engineering and process control, biotechnology and food technology. Welcome are also topics which include chemical aspects of materials, physical chemistry and chemical physics, analytical chemistry, macromolecular chemistry and biomedical engineering.

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

Adam Vagánek *, Lenka Rottmannová, Michal Ilčin

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

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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 = f(op) 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: DFT, bond dissociation enthalpy, benzeneselenol

Full paper in Portable Document Format: acs_0127.pdf

Acta Chimica Slovaca, Vol. 5, No. 2, 2012, pp. 176—179