We found a match
Your institution may have access to this item. Find your institution then sign in to continue.
- Title
Ab initio study of dehalohydrogenation reaction of 2-halo-2,3-dihydrophosphinine.
- Authors
Shirani Il Beigi, H.; Nikbakht, M.; Ghanbar pour, P.
- Abstract
Decomposition of 2-fluoro-2,3-dihydrophosphinine ( 1), 2-chloro-2,3-dihydrophosphinine ( 3), 2-bromo-2,3-dihydrophosphinine ( 5) to phosphinine was investigated using Molecular orbital and density functional theory. Study on the B3LYP/6-311+G** level of theory revealed that the required energy for the decomposition of compounds 1, 3, and 5 to phosphinine is 30.56 kcal·mol, 28.23 kcal·mol, and 24.03 kcal·mol, respectively. HF/6-311+G**//B3LYP/6-311+G** calculated barrier height for the decomposition of compound 1, 3, and 5 to phosphinine is 57.56 kcal·mol, 37.26 kcal·mol, and 30.77 kcal·mol, respectively. Also, MP2/6-311+G**//B3LYP/6-311+G** results indicated that the barrier height for the decomposition of compound 1, 3, and 5 to phosphinine is 46.59 kcal·mol, 47.28 kcal·mol, and 42.57 kcal·mol, respectively. Natural bond orbital (NBO) population analysis and nuclear independent chemical shift (NICS) results showed that, reactants are non-aromatic but products of elimination reaction are aromatic, C-H and C-X bonds are broken and H-X bond is appear.
- Subjects
HYDROGENATION; CHEMICAL reactions; PHOSPHORINE; CHEMICAL decomposition; MOLECULAR orbitals; DENSITY functional theory
- Publication
Journal of Structural Chemistry, 2014, Vol 55, Issue 2, p217
- ISSN
0022-4766
- Publication type
Article
- DOI
10.1134/S0022476614020048