C-C and C-H bond cleavage reactions in acenaphthylene aromatic molecule, an ab-initio density functional theory study

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.

A Computational and Literature-Based Evaluation for a Combination of Chiral Anti-CoV Drugs to Block and Eliminate SARS-CoV-2 Safely

“…A computational study is very helpful not only in understanding the reaction mechanism [23][24][25][26][27] but also in the drug development 28 and mechanism of action in pharmacokinetics 29 . There were three steps to be followed for the current computational evaluation.…”

A Computational and Literature-Based Evaluation for a Combination of Chiral Anti-CoV Drugs to Block and Eliminate SARS-CoV-2 Safely

“…A computational study is very helpful not only in understanding the reaction mechanism [23][24][25][26][27] but also in the drug development 28 and mechanism of action in pharmacokinetics 29 . There were three steps to be followed for the current computational evaluation.…”

A Computational and Literature-Based Evaluation for a Combination of Chiral Anti-CoV Drugs to Block and Eliminate SARS-CoV-2 Safely

“…A computational study is very helpful not only in understanding the reaction mechanism [23][24][25][26][27] but also in the drug development [28] and mechanism of action in pharmacokinetics [29].…”

Theoretical DFT study of Cannizzaro reaction mechanism: A mini perspective

“…The simulation study is also very helpful in understanding the reaction mechanism and organic synthesis [32][33][34][35][36][37][38][39][40][41]. In the present work, the Milliken atomic charge in coulomb's acquired by an oxygen atom in different chemical species taken for the Cannizzaro reaction [25] was calculated by DFT method in the ground state by using the Gaussian(R) 03 program [42].…”

A Computational and Literature-Based Evaluation for a Combination of Chiral Anti-CoV Drugs to Block and Eliminate SARS-CoV-2 Safely

“…A computational study is very helpful not only in understanding the reaction mechanism [23][24][25][26][27] but also in the drug development 28 and mechanism of action in pharmacokinetics 29 . There were three steps to be followed for the current computational evaluation.…”

A Computational and Literature-Based Evaluation for a Combination of Chiral Anti-CoV Drugs to Block and Eliminate SARS-CoV-2 Safely

“…A computational study is very helpful not only in understanding the reaction mechanism [23][24][25][26][27] but also in the drug development [28] and mechanism of action in pharmacokinetics [29].…”

Theoretical DFT study of Cannizzaro reaction mechanism: A mini perspective

“…The simulation study is also very helpful in understanding the reaction mechanism and organic synthesis [32][33][34][35][36][37][38][39][40][41]. In the present work, the Milliken atomic charge in coulomb's acquired by an oxygen atom in different chemical species taken for the Cannizzaro reaction [25] was calculated by DFT method in the ground state by using the Gaussian(R) 03 program [42].…”

A Computational and Literature-Based Evaluation for a Combination of Chiral Anti-CoV Drugs to Block and Eliminate SARS-CoV-2 Safely

“…A computational study is very helpful not only in understanding the reaction mechanism [23][24][25][26][27] but also in the drug development 28 and mechanism of action in pharmacokinetics 29 . There were three steps to be followed for the current computational evaluation.…”

A Computational and Literature-Based Evaluation for a Combination of Chiral Anti-CoV Drugs to Block and Eliminate SARS-CoV-2 Safely

“…A computational study is very helpful not only in understanding the reaction mechanism [23][24][25][26][27] but also in the drug development [28] and mechanism of action in pharmacokinetics [29].…”

Theoretical DFT study of Cannizzaro reaction mechanism: A mini perspective

“…The simulation study is also very helpful in understanding the reaction mechanism and organic synthesis [32][33][34][35][36][37][38][39][40][41]. In the present work, the Milliken atomic charge in coulomb's acquired by an oxygen atom in different chemical species taken for the Cannizzaro reaction [25] was calculated by DFT method in the ground state by using the Gaussian(R) 03 program [42].…”