Publication Type Journal Article
Title Highly Efficient Bifunctional Amide Functionalized Zn and Cd Metal Organic Frameworks for One-Pot Cascade Deacetalization-Knoevenagel Reactions
Authors Anirban Karmakar A. Paul Guilherme M. D. M. Rúbio Mohamed M. A. Soliman M. Fatima M. Fátima C. Guedes da Silva Armando J.L. Pombeiro
Groups CCC
Journal FRONTIERS IN CHEMISTRY
Year 2019
Month October
Volume 7
Number
Pages
Abstract A pyridine-based amide functionalized tetracarboxylic acid, 5,5 -(pyridine-2, 6-dicarbonyl)bis(azanediyl)\diisophthalic acid (H4L), was synthesized and its coordination chemistry toward zinc(II) and cadmium(II) ions was studied. The reactions of H4L with Zn(NO3)(2).6H(2)O and Cd(NO3)(2).4H(2)O led to its full or partial deprotonation, respectively, and the formation of the 2D coordination polymers [Zn-2(L)(H2O)(4)](n).4n(H2O) (1) and [Cd-3(HL)(2)(DMF)(4)](n).4n(DMF) (2) (DMF = N,N -dimethylformamide), respectively. They were characterized by elemental analysis, FT-IR, photoluminescence, thermogravimetry, and single-crystal and powder X-ray diffraction. In 1, the L4- ligand is planar with every carboxylate anion binding a Zn(II) cation and giving rise to a 2D grid with the metals with tetrahedral environments. In 2, the combination of bridging HL3- and dimethylformamide to form trinuclear Cd(II) clusters engenders secondary building block units and generates a layer-type 2D network with the metals with octahedral and pentagonal bipyramid coordination geometries. The topological analyses of 1 and 2 reveal 2,4-connected and 3,6-connected binodal nets, respectively. On account of the presence of Lewis acid (Zn or Cd centers) as well as basic (uncoordinated pyridine and amide groups) sites, 1 and (to a much lower extent) 2 effectively catalyze the one-pot cascade deacetalization-Knoevenagel condensation reactions under quite mild conditions. They act as heterogeneous catalysts, being easy to recover and recycle without losing activity.
DOI http://dx.doi.org/10.3389/fchem.2019.00699
ISBN
Publisher FRONTIERS MEDIA SA
Book Title
ISSN 2296-2646
EISSN
Conference Name
Bibtex ID ISI:000494742900001
Observations
Back to Publications List