1,3-(4,4'-dipyridinium disulfonic acid)propane dimethanesulfonate as an effective double-functional catalyst in preparing N,N′-Methylene bisamides, Tetrahydrochromeno-chromenes, and Pyrido-dipyrimidines
Ebraheem Abdu Musad Saleh, Bashar Mudhaffar Abdullah, Hala Kh. Mohammed, Asmaa F. Kassem, I. B. Sapaev, Pallavi Ghildiyal, Abdul-hameed. M. Hamoody, Ahmed Alawadi, Usama S. Altimari, Maryam Sadat Ghorayshi Nejad
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引用次数: 0
Abstract
In this paper, a dual-functional Brønsted acidic ionic liquid (BAIL) catalyst, namely 1,3-(4,4'-dipyridinium disulfonic acid)propane dimethanesulfonate (DPDSPDM), was produced, and its structure was identified using TGA, FT-IR, 13C NMR, 1H NMR, and mass spectrometry techniques. Then, it was utilized as a versatile, homogeneous, and recyclable catalyst in preparing N,N'-Methylene bisamides (1a-14a, 5–13 min, 90–98%, 50 °C, solvent-free), Tetrahydrochromeno-chromenes (1b-12b, 8–20 min, 91–98%, 60 °C, solvent-free), and Pyrido-dipyrimidines (1c-12c, 2–5 min, 93–98%, 25 °C, H2O). In all three synthetic routes, the catalytic activity scope of DPDSPDM was remarkable and general due to having basic (MeSO3ˉ) and acidic (SO3H) sites, and reasonable mechanisms were displayed to support this high performance. The reproducibility of this homogeneous catalyst along with advantages such as appropriate TOF (turnover frequency) and TON (turnover number) values, mild conditions, simplicity of the workup, short reaction times, high yields, non-metallic nature of the catalyst, and the use of cheap and available raw materials in its synthesis; making it a potential candidate for future research.
期刊介绍:
Research on Chemical Intermediates publishes current research articles and concise dynamic reviews on the properties, structures and reactivities of intermediate species in all the various domains of chemistry.
The journal also contains articles in related disciplines such as spectroscopy, molecular biology and biochemistry, atmospheric and environmental sciences, catalysis, photochemistry and photophysics. In addition, special issues dedicated to specific topics in the field are regularly published.