Citation: YANG Gao-Shan, LIU Chong-Bo, LI Heng-Nong, CHEN Yuan, HUANG De-He, WEN Hui-Liang. Syntheses, Crystal Structures and Antibacterial Activities of Two Heterocyclic Schiff Base Compounds[J]. Chinese Journal of Structural Chemistry, ;2014, 33(4): 528-534. shu

Syntheses, Crystal Structures and Antibacterial Activities of Two Heterocyclic Schiff Base Compounds

a.
a. College of Environment and Chemical Engineering, Nanchang Hangkong University, Nanchang 330063, China;
b.
b. State Key Laboratory of Food Science and Technology, Nanchang University, Nanchang 330047, China

Received Date: 28 August 2013
Available Online: 12 March 2014
Fund Project: Supported by the Natural Science Foundation of China (No. 21264011, 20961007) (No. 21264011, 20961007)

Two heterocyclic Schiff bases were synthesized via the condensation reactions of primary amines with carbonyl compounds. 2-[(4-pyridylmethylene)-amino] phenol (compound 1) was synthesized by the interaction of 4-pyridinecarboxaldehyde with o-aminophenol in ethanol solvent; N,N'-bis(3-(furan-2-yl)allylidene)benzene-1,4-diamin (compound 2) was synthesized by the interaction of 3-(2-furyl)acrolein with p-phenylenediamine in ethanol medium. The compounds were characterized by elemental analysis, IR, MS and single-crystal X-ray diffraction. Compound 1 (C₁₂H₁₀N₂O) crystallizes in the monoclinic system, space group P2₁/c with a=7.0771(7), b=7.2820(7), c=19.849(2), β=96.3390(10)°, V=1016.66(17) Å³, Z=4, M_r=198.22, D_c=1.295 g/cm³, F(000)=416, GOOF=1.060, μ=0.085 mm^-1, the final R=0.0371 and wR=0.0929 for 1497 observed reflections with I>2σ(I). Compound 2 (C₂₀H₁₆N₂O₂) crystallizes in the orthorhombic system, space group Fdd2 with a=26.344(15), b=48.50(3), c=5.293(3), V=6764(7) Å³, Z=16, M_r=316.35, D_c=1.243 g/cm³, F(000)=2656, GOOF=1.043, μ=0.081 mm^-1, the final R=0.0526 and wR=0.1267 for 2059 observed reflections with I>2σ(I). 1 and 2 molecules are connected through hydrogen bonds to generate a 2D network and a 1D chain structure, respectively. The preliminary antibacterial activity results showed that the title compounds display excellent antibacterial activities to Escherichia coli, Staphylococcus aureus and Bacillus subtilis.
- heterocyclic,
- Schiff bases,
- synthesis,
- crystal structure,
- antibacterial activity
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