| Quinazoline derivatives have not only many pharmacological, biological activities, but also optical activities. At the same time, quinazoline derivatives have often been used as some kinds of important organic ligands, due to the strong coordination ability. Their corresponding complexes have potentially application prospects in analytical reagents, magnetic, fluorescent materials, medicine and many other areas. Therefore, these ligands and their complexes have become one of research hotpots.In this thesis, nine new quinazoline derivatives have been synthesized by the reaction of aminoacetophenone oxime with o-vanillin, 4-hydroxybenzaldehyde, vanillin, 4-bromophenyl formaldehyde, formaldehyde, 2,4-dichlorobenzene, 3-nitro benzaldehyde, 4-nitrobenzaldehyde, 3-bromo-5-chlorosalicylaldehyde, 2-pyridyl aldehyde. The nine quinazoline derivatives are: 2-(3- methoxy- 2-hydroxyphenyl)- 4- methyl-1,2-dihydroquinazoline 3-oxide(HL1), 2-(4-hydroxyphenyl)- 4- methyl-1,2-dihydroquinazoline 3-oxide(HL2), 2-(3-methoxy-4-hydroxyphenyl)-4-methyl-1,2-dihydroquinazoline 3-oxide(HL3), 2-(4-bromo)-4-methyl-1,2-dihydroquinazoline 3-oxide(HL4), 2-(2,4-dichlorophenyl)-4-methyl-1,2- dihydroquinazoline 3-oxide(HL5), 2-(3-nitro)- 4- methyl-1,2- dihydroquinazoline 3-oxide(HL6), 2-(4-nitro)- 4- methyl-quinazoline 3-oxide(HL7), 2-(3-bromo-5-chloro-2-hydroxyphenyl)-4-methyl-1,2- dihydroquinazoline 3-oxide(HL8), 2-(2-pyridyl)-4-methyl-1,2-dihydroquinazoline 3-oxide(HL9). Those ligands have been characterized by elemental analysis, 1H NMR, 13 C NMR, UV-Vis spectra and so on. The chemical composition and molecular structure of two compounds(HL7 and HL8) have been determined by X-ray single crystal diffraction. Finally, we discussed the possible of reaction mechanism of the HL7.The quinazoline derivatives coordinated with Co(CH3COO)2·4H2O, Cu(NO3)2·3H2O, Mn(CH3COO)2·2H2O and so on transition metal ions were grown by slow evaporation at room temperature. Single crystals of two ligands and three complexes were obtained. All complexes have been characterized by UV-Vis spectra, IR, elemental analyses. The chemical composition and molecular structure of these compounds have been determined by X-ray single crystal diffraction. Moreover, the electrochemical properties of the complexes were investigated. Their main crystallographic data are listed as following:HL7: empirical formula: C15H11N3O3, Mr = 281.27, monoclinic, space group: P 21 / n, cell parameters: a = 17.248(2) ?, b = 3.8720(5) ?, c = 19.110(2) ?, β = 90.670(11)o, Z = 4, V = 1276.1(3) ?3, R1 = 0.0668, w R2 = 0.1608;HL8: empirical formula: C15H12 Br Cl N2O2, Mr = 367.63, monoclinic, space group: P 21 / c,cell parameters: a = 10.8024(12) ?, b = 14.7580(7) ?, c = 9.8892(8) ?, β = 117.063(12) o, Z = 4, V = 1403.9(2) ?3, R1 = 0.0334, w R2 = 0.0952;Co(II) complex 2: empirical formula: C30H22Br4 Co N4O4, Mr = 881.09, monoclinic, space group: P 2(1) / n, cell parameters:a = 23.0468(9) ?, b = 13.0377(10) ?, c = 24.4842(10) ?, β = 99.659(4)o, Z = 8, V = 7252.7(7) ?3, R1 = 0.0572, w R2 = 0.1113;Cu(II) complex 2: empirical formula: C72H62Br8Cu5N12O28, Mr = 2500.32, Orthorhombic, space group: Iba2, cell parameters: a = 14.45427(17) ?, b = 24.9226(3) ?, c = 25.3859(3)?, β = 90o, Z = 8, V = 9145.00(18) ?3, R1 = 0.0437, w R2 = 0.1162;Mn(II) complex: empirical formula:C31H26Br4Mn N4O5, Mr = 909.11, monoclinic, space group: P 2(1) / c, cell parameters: a = 11.3718(12) ?, b = 13.1224(13) ?, c = 23.406(2) ?, β = 92.9300(10)o, Z = 4, V = 3488.2(6) ?3, R1 = 0.0612, w R2 = 0.1120. |
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