Synthesis, characterization, crystal structure determination and computational study of the two new bidentate O, N Schiff bases derived from bromosalicylaldehyde and amines containing alkyl halide pendant groups

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• 作者：Gholamhossein Grivani ; Vida Tahmasebi ; Keiamars Esk ; ari ; Aliakbar Dehno Khalaji ; Giuseppe Bruno ; Hadi Amiri Rudbari
• 关键词：Schiff-base ; Spectroscopy ; Single-crystal ; Hydrogen bond ; DFT
• 刊名：Journal of Molecular Structure
• 出版年：24 December, 2013
• 年：2013
• 卷：1054-1055
• 期：Complete
• 页码：100-106
• 全文大小：1411 K

文摘

Two new Schiff base compounds 2-{(E)-[2-(bromoethyl)imino]methyl}-4-bromophenol (1) and 2-{(E)-[2-(chloroethyl)imino]methyl}-4-bromophenol (2) have been synthesized and characterized by FT-IR and ¹H NMR spectroscopy, elemental analysis, thermal studies and single-crystal X-ray diffraction. They crystallize in the triclinic system, space group P鈭?/em>1. Both Schiff base compounds 1 and 2 display a trans configuration with respect to the CN double bond. Quantum theory of atoms in molecules (QTAIM) has been also used to find intramolecular interactions and investigate their chemical nature. The results show that in both of the compounds 1 and 2, there is a hydrogen bonding between nitrogen of imine and oxygen of phenol which is considerably stronger than normal hydrogen bonds. In addition, it has been shown that these hydrogen bonds are partially covalent and partially electrostatic in nature, in contrast to normal hydrogen bonds, which are usually considered as electrostatic interactions.