Theoretical investigation of the kinetics and reaction mechanism between triphenylphosphine and dimethyl acetylenedicarboxylate in the presence of 1-aminoanthraquinone as NH-acid

Document Type : Original Article

Authors

1 َAssictant Professor Department of Chemistry, Payame Noor University, Tehran, Iran.

2 هیئت علمی

3 Associate Professor-Physical Chemistry Department of Chemical Engineering, Sirjan University of Technology

10.22036/cr.2021.292513.1150

Abstract

In this study, the reaction mechanism between dimethyl acetylene, dicarboxylate and triphenylphosphine in the presence of 1-aminoanthraquinone as NH-acid was examined theoretically using the method B3lyp / 6-311++G(d, p):HF/6-31G. According to the theoretical results, a logical mechanism for the reaction was proposed and the most desirable reaction path for the product was predicted. In the present work, the reaction between a kinetic study, including determining the preferred kinetic path, investigation of intermediate structures and transition states in the reaction path, determination of the kinetic and thermodynamic stability of products, recognition of rate-determining step, calculation of the reaction rate, and finally, identifying and confirming the reaction mechanism are the issues that have been first explored for this reaction. To check the effect of solvent on the potential energy surfaces, condensed phase calculations in dichloroethane were carried out with the polarizable continuum model (PCM). Finally, in order to better understand molecular interactions, the natural graft orbital method (NBO) was used.

Graphical Abstract

Theoretical investigation of the kinetics and reaction mechanism between triphenylphosphine and dimethyl acetylenedicarboxylate in the presence of 1-aminoanthraquinone as NH-acid

Keywords

References

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Iranian Journal of Chemistry
Volume 4, Issue 2 - Serial Number 7
February 2022
Pages 155-162

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History

  • Receive Date: 27 June 2021
  • Revise Date: 30 September 2021
  • Accept Date: 06 October 2021

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