4.6 Article

Zirconium@guanine@MCM-41 nanoparticles: An efficient heterogeneous mesoporous nanocatalyst for one-pot, multi-component tandem Knoevenagel condensation-Michael addition-cyclization Reactions

Journal

APPLIED ORGANOMETALLIC CHEMISTRY
Volume 34, Issue 8, Pages -

Publisher

WILEY
DOI: 10.1002/aoc.5704

Keywords

benzo[a]benzo[6; 7]chromeno[2; 3-c]phenazines; Bis (pyrazolyl)methanes; Spiro[benzo[a]benzo[6; 7]chromeno[2; 3-c] phenazine]; Tandem Knoevenagel condensation-Michael addition-cyclization; Zr-guanine-MCM-41

Funding

  1. Ilam University
  2. Iran National Science Foundation

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MCM-41-supported nanoscale guanine bonded with Zr (IV) was prepared using sol-gel method and characterized by FT-IR, Raman, XRD, BET, TGA, EDX, ICP, AAS, X-Ray mapping, SEM and TEM techniques. This compound was employed as an efficient, chemoselectivity and green heterogeneous catalyst in order to prepare a series of benzo[a]benzo[6,7]chromeno[2,3-c]phenazine and spiro[benzo[a]benzo[6,7]chromeno[2,3-c] phenazine] derivatives by one-pot, four-component domino reaction from the 2-hydroxy-1,4-naphthoquinone, benzene-1,2-diamines, 2-hydroxy-1,4-naphthoquinone and carbonyl compounds in PEG, at 100 degrees C and, also, Bis (pyrazolyl) methane derivatives using aldehydes and 3-Methyl-1-phenyl-5-pyrazolone in ethanol under reflux condition. Results indicated that all products were synthesized in short reaction times and high yields in the ranges 78-99%. The Zr-guanine-MCM-41 can be recycled four runs without any significant loss of its catalytic activity. In addition, the stability of the catalyst was confirmed by metal leaching, heterogeneity tests, SEM and FT-IR techniques.

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