Intramolecular hydrogen bond in 3‐imino‐propenylamine isomers: AIM and NBO studies
Intramolecular hydrogen bond in 3‐imino‐propenylamine isomers: AIM and NBO studies
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3-亚氨基丙烯胺异构体中的分子内氢键：AIM 和 NBO 研究
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发表时间：
2009
期刊：
影响因子：
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通讯作者：
A. D. Leon
中科院分区：
文献类型：
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作者：
H. Raissi;A. Jalbout;B. Abbasi;F. Fazli;Farzaneh Farzad;E. Nadim;A. D. Leon
采用6-311++G**标准基集，在MP2和B3LYP理论水平上研究了3-亚胺-丙烯胺18种构象的分子结构和分子内氢键能。此外，还采用了Bader基于电子密度（ρ）拓扑性质的分子中原子或AIM理论，并进行了自然键轨道（NBO）分析。此外，在B3LYP/6-311++G**和MP2/6-311++G**理论水平下，对水溶液中3-亚胺丙烯胺的所有可能构象进行了计算。计算的几何参数和在气相和水溶液中的构象分析表明，该化合物的亚胺构象比其他构象更稳定。B3LYP方法预测IMA-1为全球最小值。这种稳定性主要是由于分子内形成了较强的NH···N氢键，并借助于π-电子共振，而这个π-电子是由NH2官能团建立的。用相应的旋光法得到了3-亚胺-丙烯胺所有构象的氢键能。©2009 Wiley期刊公司量子化学学报，2010
The molecular structure and intramolecular hydrogen bond energy of 18 conformers of 3-imino-propenyl-amine were investigated at MP2 and B3LYP levels of theory using the standard 6-311++G** basis set. The atom in molecules or AIM theory of Bader, which is based on the topological properties of the electron density (ρ), was used additionally and the natural bond orbital (NBO) analysis was also carried out. Furthermore calculations for all possible conformations of 3-imino-propenyl-amin in water solution were also carried out at B3LYP/6-311++G** and MP2/6-311++G** levels of theory. The calculated geometrical parameters and conformational analyses in gas phase and water solution show that the imine–amine conformers of this compound are more stable than the other conformers. B3LYP method predicts the IMA-1 as global minimum. This stability is mainly due to the formation of a strong NH···N intramolecular hydrogen bond, which is assisted by π-electrons resonance, and this π-electrons are established by NH2 functional group. Hydrogen bond energies for all conformers of 3-imino-propenyl-amine were obtained from the related rotamers methods. © 2009 Wiley Periodicals, Inc. Int J Quantum Chem, 2010