Nashrieh Shimi va Mohandesi Shimi Iran

Nashrieh Shimi va Mohandesi Shimi Iran

Kinetic Study of Ring-Forming Reactions Between Nitrile Oxides, Nitrile Sulfides and Triazoles with Simple Cycloalkynes by DFT Method

Document Type : Research Article

Authors
Elahe Rrajaeian 1
Avat (Arman) Taherpour 2
1 Department of Chemistry, School of Basic Sciences, Tehran East Branch, Islamic Azad University, Tehran, I.R. IRAN
2 Faculty of Organic Chemistry, Razi University Kermanshah, I.R. IRAN
Abstract
In this research, the activity and potential energy effect of ring pressure in simple 10-7 membered cycloalkynes in reaction with nitrile oxides, nitrile sulfides and triazoles have been studied by DFT method. Structural properties, thermodynamic and kinetic data such as reaction free energy changes (ΔrG), transition state free energy changes (ΔG*) and reaction rate constants (k) were obtained at 298 K temperature and the effect of substitution groups (R) in dipoles (R- CNO, R-CNS, R-N3) have been investigated on the reaction rate. The results show that by reducing the size of the ring and the bending of the triple bond and as a result of increasing the potential energy of the ring pressure in cycloalkynes, ΔG* of the zygotic ring reaction decreases. Also, the rate constants and free energy changes of the reactions increase with the reduction of the ring size.
Keywords
Molecular orbital calculations
DFT
Cycloaddition reaction
Nitrile oxide
Nitrile Sulfide
Triazole

Subjects

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