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

• Published in: Journal of the Iranian Chemical Society 2018-05, Vol.15 (5), p.1153-1161
• Main Authors: Ahmadi, Tahereh, Mohammadi Ziarani, Ghodsi, Bahar, Shahriyar, Badiei, Alireza
• Format: Article
• Language: English
• Subjects: Analytical Chemistry; Aromatic compounds; Biochemistry; Catalysis; Chemical synthesis; Chemistry; Chemistry and Materials Science; Cobalt; Complexation; Copper; Derivatives; Diamines; Inorganic Chemistry; Lead; Mercury (metal); Ninhydrin; Organic Chemistry; Original Paper; Physical Chemistry; Pore size; Porosity; Spectrophotometry
• ISSN: 1735-207X; 1735-2428
• DOI: 10.1007/s13738-018-1312-4

Amino-functionalized SBA-15 (SBA-Pr-NH 2 ) 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 α -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 Cd 2+ , Co 2+ , Cu 2+ , Fe 3+ , Hg 2+ , Ni 2+ , Pb 2+ , and Zn 2+ ions was examined spectrophotometrically in DMF solution at 25 °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 Pb 2+ > Hg 2+ > Cd 2+ > Ni 2+ > Cu 2+ > Fe 3+ > Zn 2+ > Co 2+ . Graphical Abstract