Quantum Mechanical Investigations of Copper(I)-Catalyzed Cycloaddition Reaction between Benzel Azide and Aryl Acetylene

Authors

  • Nabil Albani Tishreen University

Abstract

The mechanism of copper (I) catalyzed benzel azide - aryl acetylene cycloaddition (CuAAC) have been studied for systematic understanding of this relevant organic transformation, using DFT Methods: B3LYP, wB97XD, LC-wPBE and M06-2X with basis set 6-31G(d). The effect of the presence of solvents on the calculation results in the gas state was also studied. Theoretical results generally indicate that the reaction begins with the formation of the reactive compound (RC), and then the intermediate compound (IC) is formed via an initial transitional state, then the final product is formed starting from the IC via a second transitional state. Computational results are shown that the activation energy for benzel azide - aryl acetylene cycloaddition is lower than for methyl azide - methyl acetylene cycloaddition.The presence of the solvents slightly affects the Gibbs free energy of the transition states leading to the formation of the intermediate compound (IC),

Author Biography

Nabil Albani, Tishreen University

Associate Professor, Department of Chemistry, Faculty of Sciences

Downloads

Published

2020-12-07

How to Cite

1.
الباني ن. Quantum Mechanical Investigations of Copper(I)-Catalyzed Cycloaddition Reaction between Benzel Azide and Aryl Acetylene. TUJ-BA [Internet]. 2020Dec.7 [cited 2024Nov.24];42(5). Available from: https://journal.tishreen.edu.sy/index.php/bassnc/article/view/10179

Issue

Vol. 42 No. 5 (2020): Tishreen University Journal for Research and Scientific Studies - Basic Sciences Series

Section

Articles

License

Creative Commons License

This work is licensed under a Creative Commons Attribution-NonCommercial-ShareAlike 4.0 International License.

The authors retain the copyright and grant the right to publish in the magazine for the first time with the transfer of the commercial right to the Tishreen University Journal -Basic Sciences Series  

 Under a CC BY- NC-SA 04 license that allows others to share the work with of the work's authorship and initial publication in this journal. Authors can use a copy of their articles in their scientific activity, and on their scientific websites, provided that the place of publication is indicted in Tishreen University Journal -Basic Sciences Series .  The Readers have the right to send, print and subscribe to the initial version of the article, and the title of Tishreen University Journal -Basic Sciences Series   Publisher

 

journal uses a CC BY-NC-SA license which mean

You are free to:

  • Adapt — remix, transform, and build upon the material
  •  
  • The licensor cannot revoke these freedoms as long as you follow the license terms.

 

  • Attribution — You must give appropriate credit, provide a link to the license, and indicate if changes were made. You may do so in any reasonable manner, but not in any way that suggests the licensor endorses you or your use.
  • NonCommercial — You may not use the material for commercial purposes.
  • ShareAlike — If you remix, transform, or build upon the material, you must distribute your contributions under the same license as the original.
  • No additional restrictions — You may not apply legal terms or technological measures that legally restrict others from doing anything the license permits.