

C-C and C-H bond cleavage reactions in acenaphthylene aromatic molecule, an ab-initio density functional theory study
Muthana Abduljabbar Shanshal (1,*)


(1) Department of Chemistry, College of Science, University of Baghdad, Jadirriya, Baghdad, 00964-01, Iraq
(2) Department of Chemistry, College of Science, University of Baghdad, Jadirriya, Baghdad, 00964-01, Iraq
(*) Corresponding Author
Received: 07 May 2019 | Revised: 22 Sep 2019 | Accepted: 27 Sep 2019 | Published: 31 Dec 2019 | Issue Date: December 2019
Abstract
The ab-initio DFT method (B3LYP) is applied to the study of the C-C and C-H bond cleavage reactions in acenaphthylene molecule. It is found that the C-C bond cleavage proceeds via a singlet aromatic transition state, compelled through a disrotatoric ring opening reaction. A sigmatropic H atom shift follows the transition state in some of these reactions, where the formation of a methylene -CH2,acetylenyl-, allenyl- or butadienyl moiety in the final product is possible. The calculated activation and reaction energies for the C-C ring opening are 164-236 and 52-193 kcal/mol, respectively. The calculated cleavage reaction energies for the C-H bonds are 117-122 kcal/mol and the activation energies are 147-164 kcal/mol.
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DOI: 10.5155/eurjchem.10.4.403-408.1889
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[1]. Mohammad Suhail, Sofi Danish Mukhtar, Imran Ali, Ariba Ansari, Saiyam Arora
Theoretical DFT study of Cannizzaro reaction mechanism: A mini perspective
European Journal of Chemistry 11(2), 139, 2020
DOI: 10.5155/eurjchem.11.2.139-144.1975

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DOI Link: https://doi.org/10.5155/eurjchem.10.4.403-408.1889

















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