AB INITIO STUDY OF DEHALOHYDROGENATION REACTION OF 2–HALO–2,3–DIHYDROPHOSPHININE
H. Shirani Il Beigi1, M. Nikbakht2, P. Ghanbar pour2
1Islamic Azad University, Najaf Abad, Isfahan, Iran
shiranihossein@gmail.com
2Novel Drug Delivery Research Center, Kermanshah University of Medical Sciences, Kermanshah, Iran
Ключевые слова: ab initio, NBO, NICS, 2-halo-2, 3-dihydrophosphinines
Страницы: 237-242
Подраздел: ТЕОРИЯ СТРОЕНИЯ МОЛЕКУЛ И ХИМИЧЕСКОЙ СВЯЗИ
Аннотация
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, 28.23 and 24.03 kcal×mol–1, 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, 37.26 and 30.77 kcal×mol–1, 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, 47.28 and 42.57 kcal×mol–1, 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.
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