Issue 18, 2017, Issue in Progress

Synthesis of environmentally friendly, efficient and highly recyclable Lewis acid-type calix[4]arene catalysts containing flexible or bulky groups for the Mannich reaction

Abstract

Two new calix[4]arene-based Lewis acid-type catalysts containing flexible and bulky groups (2 and 3) were successfully synthesized. Their structures were characterized using FTIR, 1H-NMR, COSY-NMR, 13C-NMR, APT-NMR, and elemental analysis techniques. Moreover, to provide easily recyclable, environmentally benign, cost effective and reusable catalysts, these calix[4]arene-based Lewis acid-type catalysts were grafted onto epoxyl-functionalized silica-coated Fe3O4 magnetic nanoparticles (EPPTMS-MN) to afford their corresponding calixarene-grafted magnetic nanoparticles (TMAC[4]But-MNP and P(Ph)3C[4]But-MNP). FTIR, TGA, TEM, VSM and elemental analysis techniques were performed to confirm their structures. In addition, the catalytic capabilities of four Lewis acid-type calixarene catalysts were evaluated in a three component Mannich reaction of benzaldehyde with aniline and acetophenone in aqueous media without co-solvents. The association of the effects of functional groups (flexible and bulky), molar equivalents, amount of water used, and reaction durations on their catalytic efficacies were also evaluated.

Graphical abstract: Synthesis of environmentally friendly, efficient and highly recyclable Lewis acid-type calix[4]arene catalysts containing flexible or bulky groups for the Mannich reaction

Supplementary files

Article information

Article type
Paper
Submitted
16 Dec 2016
Accepted
01 Feb 2017
First published
08 Feb 2017
This article is Open Access
Creative Commons BY license

RSC Adv., 2017,7, 10748-10756

Synthesis of environmentally friendly, efficient and highly recyclable Lewis acid-type calix[4]arene catalysts containing flexible or bulky groups for the Mannich reaction

S. Sayin and M. Yilmaz, RSC Adv., 2017, 7, 10748 DOI: 10.1039/C6RA28290C

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