A Theoretical Study on the Reaction Pathways and the Mechanism of 1,3- Dipolar Cycloaddition of Vinyl Acetylene and Methyl Azide

Title:A Theoretical Study on the Reaction Pathways and the Mechanism of 1,3- Dipolar Cycloaddition of Vinyl Acetylene and Methyl Azide

Volume: 17 Issue: 8

Author(s): Seyyed Amir Siadati, Ali Mahboobifar and Ramin Nasiri

Affiliation:

Keywords: 1, 3-Dipolar Cycloaddition, methyl azide, reaction pathways, stereo selectivity, theoretical study, vinylacetyene.

Abstract: 1,3-dipolar cycloaddition procedure is one of the most widely practiced methods in order to synthesize heterocyclic compounds. Although, it seems very simple, but, there are numerous precursors of heterocyclic molecules who have more than one positions to react with a 1,3–dipole species. As a result, while using a precursor with more than one position for reaction, it is probable to synthesize several products with different structures.

This paper studies all possible interactions of vinyl acetylene, which has two positions for reaction, with methyl azide. This reaction could lead to the emergence of any 1,3-dipolar cycloaddition products. Our ultimate goal is to help researchers to find out how precursors containing both carbon-carbon double, and the triple bonds interact with 1,3- dipolar species. The present study used the DFT calculations at B3LYP/6-311++G(3df,pd) level to check all probable interactions between vinyl acetylene and methyl azide, and determined Potential Energy Surface, and optimized all species.

Cite this article as:

Siadati Amir Seyyed, Mahboobifar Ali and Nasiri Ramin, A Theoretical Study on the Reaction Pathways and the Mechanism of 1,3- Dipolar Cycloaddition of Vinyl Acetylene and Methyl Azide, Combinatorial Chemistry & High Throughput Screening 2014; 17 (8) . https://dx.doi.org/10.2174/138620731708140922163855