Investigation of the complexation reaction between 2-diethylaminomethyl-4-methylphenol and ZnCl2. Reaction mechanism and solvent effects
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- 作者：R. Ghailane ; E. Perpè ; te and X. Assfeld
- 刊名：Journal of Molecular Structure: THEOCHEM
- 出版年：2006
- 出版时间：29 September 2006
- 年：2006
- 卷：770
- 期：1-3
- 页码：79-86
- 全文大小：326 K
文摘
The reaction mechanism of the chemical reaction of 2-diethylaminomethyl-4-methylphenolate with ZnCl2 is investigated by means of the PM3 semi-empirical method. We propose two different but competitive stepwise pathways going from the isolated reactants to the tetra-coordinated bidentate final complex, where the zinc atom is bonded both to the oxygen and to the nitrogen atom of the ligand. Each pathway proceeds via different monodentate intermediate complexes. This study shows that either the first chemical bond formed between ZnCl2 and 2-diethylaminomethyl-4-methylphenolate is the Zn–O bond or the Zn–N bond. The direct pathway going from the reactants to the final product through a concerted asynchronous mechanism is found to be unrealistic, since it involves a second order saddle point.
Solvent effects are taken into account with the SCRF dielectric continuum model at the PM3 and (RHF/3-21G) levels of theory. This preliminary study shows that the complex formation is favored by the use of polar solvent.