Domino synthesis of quinoxaline derivatives using SBA-Pr-NH2 as a nanoreactor and their spectrophotometric complexation studies with some metals ions

被引:14
作者
Ahmadi, Tahereh [1 ]
Ziarani, Ghodsi Mohammadi [1 ]
Bahar, Shahriyar [1 ]
Badiei, Alireza [2 ]
机构
[1] Alzahra Univ, Dept Chem, Vanak Sq,POB 1993893973, Tehran, Iran
[2] Univ Tehran, Sch Chem, Coll Sci, Tehran 141556455, Iran
基金
美国国家科学基金会;
关键词
SBA-Pr-NH2; Quinoxaline derivatives; Ninhydrin; 1,2-aryl-diamines; Malono derivatives; alpha-Methylenecarbonyl compound; Microwave irradiation; Four-component domino reaction; Spectrophotometric complexation; ONE-POT SYNTHESIS; MESOPOROUS SILICA; ORGANIC-REACTIONS; EFFICIENT CATALYST; CARBON NANOTUBES; OPTICAL SENSOR; NANOPARTICLES; SBA-15; THERMODYNAMICS; HYDROGENATION;
D O I
10.1007/s13738-018-1312-4
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Amino-functionalized SBA-15 (SBA-Pr-NH2) with a pore size of 6 nm has been used as a basic nanocatalyst in the domino one-pot synthesis of quinoxaline derivatives via the four-component reaction of ninhydrin, 1,2-aryl-diamines, malono derivatives, and alpha-methylenecarbonyl compound using microwave irradiation. The solid basic catalyst plays a significant role in catalysis, and enhancing the rate and yield of the reaction, it can be easily handled and removed from the reaction mixture by simple filtration and also reused several times without substantial loss of reactivity. Moreover, the complexation reaction between quinoxaline as a model ligand and some metal ions including Cd2+, Co2+, Cu2+, Fe3+, Hg2+, Ni2+, Pb2+, and Zn2+ ions was examined spectrophotometrically in DMF solution at 25 degrees C. The formation constants of the resulting complexes were calculated from the computer fitting of the molar absorbance measurements in different mole ratios. The obtained data indicated that the stability constant of the resulting complexes varied in the following order Pb2+> Hg2+> Cd2+> Ni2+> Cu2+> Fe3+> Zn2+> Co2+.
引用
收藏
页码:1153 / 1161
页数:9
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