A Green and Highly Efficient Solvent-free Synthesis of Novel Calicx[4]resorcinarene Derivatives Using Tungstate Sulfuric Acid

Abstract

A facile and simple procedure for the synthesis of novel and known calix[4]resorcinarene derivatives were developed via a reaction of arylaldehydes with resorcinol in the presence of catalytic amounts of tungstate sulfuric acid (TSA) under solvent-free conditions. This eco-friendly method has many appealing attributes, such as excellent yields, short reactions times, use of safe and recoverable catalyst, and simple work-up procedures. TSA was characterized by powdered X-ray diffraction (XRD), X-ray fluorescence (XRF) and FT-IR spectroscopy.

Ternary Inclusion System of Chair Conformation of 4,6,10,12,16,18,22,24-Octahydroxy-2,8,14,20-tetraphenyl-resorcin[4]arene: Selective Green Synthesis, Supramolecular Behavior, and Biological Activity

“…FTIR, 1 H-NMR, 13 C-NMR, MS of the prepared compound were in full agreement with what have been previously reported by Cram et al [43]. [46].…”

“…Calix [4]resorcinarenes have been prepared in different methods and conditions, both in the solid state (neat) [38,41] and in solution [42][43][44][45]. Mattay et al [42] studied the acid-catalyzed condensation reaction of 2-hydroxyresorcinol with aldehydes in aqueous media under reflux conditions and at room temperature.…”

“…Generally, a careful examination of molecular arrangement and intermolecular interactions in the crystal structure of a given solid compound is helpful to rationalize the physicochemical properties [1][2][3][4][5][6][7][8][9][10].…”

Novel Tri- and Tetra-substituted Pyrimido[4,5-d]pyridazines: Regiospecific Synthesis Catalyzed by Silica Supported Yttrium Trinitrate

“…[9][10][11] In this direction, some workers synthesized a number of heterocyclic compounds, but, to the best of our knowledge, no reaction of 5-acetyl-4-aryloyl-6-methyl-3,4-dihydropyrimidinones with hydrazine derivatives has been previously reported. In view of the above observations and as a continuation of our ongoing programs directed to the synthesis of heterocyclic compounds [12][13][14] and catalyzed organic reactions, [15][16][17] we report herein, the synthesis of some new tri-and tetra-substituted pyrimido [4,5-d]pyridazines-2(1H,3H,7H)-ones 3 by using 5-acetyl-4-aryloyl-6-methyl-3,4-dihydropyrimidinones 1 and various hydrazines 2 as starting materials in the presence of immobilized yttrium trinitrate on silica gel as a safe and recyclable catalyst under solvent-free conditions (Scheme 1).…”

Alumina sulfuric acid (ASA), tungstate sulfuric acid (TSA), molybdate sulfuric acid (MSA) and xanthan sulfuric acid (XSA) as solid and heterogeneous catalysts in green organic synthesis: a review

“…Karami and co-workers 49 have discovered a facile and simple method for the preparation of novel calix [4] …”