Density functional theory study of benzoic acid decarboxylation

Merajoddin, Maria; Piri, Somayyeh; Mokarian, Zahra; Piri, Farideh

doi:10.22034/ajgc.2021.302161.1310

Document Type : Original Research Article

Authors

¹ Department of Chemistry, Faculty of Science, University of Zanjan, Zanjan, 45371-38791, Iran

² Iranian Academic Center for Education, Culture & Research (ACECR), Zanjan Branch, Zanjan, Iran

³ Department of Physics, Faculty of Science, University of Zanjan, Zanjan, 45371-38791, Irana

https://doi.org/10.22034/ajgc.2021.302161.1310

Abstract

Mechanism of decarboxylation reaction includes, metal catalyst with Ag⁺, a radical path and oxidative decarboxylation have been investigated. The calculations have been done in two different B3LYP/LANL2DZ, and WB97XD/DGDZVP/ DEF2DTZV levels. Four structures have been proposed for oxidized benzoic acid. Among four possible oxidative structures only one structure with 62.99 kcal.mol^-1 activation energy could lead to the decarboxylative product. Silver catalyzed decarboxylation leads to products in one step. The activation energy for this path have been determined to be 43.31 kcal.mol^-1. The radical path for decarboxylation needs 16.93 kcal.mol^-1 although for radical creation it needs at least 100.12 kcal.mol^-1 energy.

Graphical Abstract

Keywords

Main Subjects

Organic Chemistry

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Asian Journal of Green Chemistry

Density functional theory study of benzoic acid decarboxylation

References

References

Volume 5, Issue 4 - Serial Number 4
October 2021
Pages 335-342

Density functional theory study of benzoic acid decarboxylation

References

References

Volume 5, Issue 4 - Serial Number 4October 2021Pages 335-342

Volume 5, Issue 4 - Serial Number 4
October 2021
Pages 335-342