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CHARACTERIZATION AND CRYSTAL STRUCTURE OF A 17-MEMBERED MACROCYCLIC SCHIFF BASE COMPOUND MeO-sal-pn-bn
The reaction of 1,4-diaminobutane with 2,2c-diformyl-6,6c-dimethoxy-diphenoxypropane in a mixed solvent of methanol and chloroform results in a new 17-membered macrocyclic Schiff base compound MeO-sal-pn-pn. The title compound is characterized by the elemental analysis (CHN), FT-IR, 1H NMR spectroscopy, and powder X-ray diffraction. The crystal data are: Mr = 396.5, orthorhombic, P212121, with unit cell parameters: a = 4.71769(3) Å, b = 19.1524(2) Å, c = 22.9418(2) Å, V = 2072.90(3) Å3, and Z = 4.
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2015. 56, 2 UDC 548.737 CHARACTERIZATION AND CRYSTAL STRUCTURE OF A 17-MEMBERED MACROCYCLIC SCHIFF BASE COMPOUND MeO-sal-pn-bn A.D. Khalaji1, S.H. Ghoran1, J. Rohlicek2, M. Dusek2 1Department of Chemistry, Faculty of Science, Golestan University, Gorgan, Iran E-mail: ad.khalaji@gu.ac.ir 2Institute of Physics, Academy of Sciences of the Czech Republic, Prague, Czech Republic Received July, 7, 2013 - – - . 275 – 281 Revised — November, 6, 2014 The reaction of 1,4-diaminobutane with 2,2-diformyl-6,6-dimethoxy-diphenoxypropane in a mixed solvent of methanol and chloroform results in a new 17-membered macrocyclic Schiff base compound MeO-sal-pn-pn. <...> The title compound is characterized by the elemental analysis (CHN), FT-IR, 1H NMR spectroscopy, and powder X-ray diffraction. <...> The macrocyclic Schiff base compounds and their transition metal complexes play a key role in coordination chemistry [ 1—5]. <...> Macrocycles containing imine groups can form mono-, di-, and polynuclear transition metal complexes with various applications [11—14 ]. <...> Among them a wide Schiff base macrocycles based on 2,6-diacetylpyridine and 2,6-diformylpyridine as building blocks evolved from the early studies [ 15 ]. <...> Many synthetic methods for the preparation of Schiff base macrocyclic compounds use transition metal ions as templating agents [16—21 ]. <...> Therefore, during the last decade, considerable effort has been made to develop metal free methods for the preparation of Schiff base macrocyclic compounds [ 15, 22—24 ]. <...> Herein, we report the synthesis, characterization, and crystal structure of a 17-membered [1+1] macrocyclic Schiff base compound MeO-sal-pn-bn obtained by the condensation of 1,4-diaminobutane with 2,2-diformyl-6,6-dimethoxy-diphenoxypropane in a mixed solvent of methanol and chloroform (1:1 v/v) (Scheme 1). <...> All chemical shifts are reported in q units downfield from TMS 2,2-Diformyl-6,6dimethoxy-diphenoxypropane used in this experiment was synthesized by the condensation of 1,3 Khalaji A.D., Ghoran S.H., Rohlicek J., Dusek M., 2015 276 A.D. KHALAJI, S.H. GHORAN, J. ROHLICEK, M. DUSEK Scheme 1. <...> Synthesis and chemical structure of the 17-membered [1+1] macrocyclic Schiff base compound MeO-sal-pn-bn dibromopropane with 3-methoxysalicylaldehyde in N,N-dimethylformamide in the presence of anhydrous potassium carbonate according to the literature [ 16 <...>
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