Issue 30, 2023

3D mesoporous polycalix-functionalized dual Brønsted–Lewis acidic double-charged DABCO-based ionic liquid: a powerful and recyclable supramolecular polymeric catalyst for the synthesis of spiro-fused[4H-pyran]

Abstract

In this paper, a 3D porous polycalix functionalized with a dual Brønsted–Lewis acidic double-charged DABCO-based ionic liquid group (PC4RA@[SiPrDABCO@BuSO3H](FeCl4)) was synthesized using multiple steps, characterized, and then evaluated by spiro formation for catalytic activity. Initially, the polymeric support was modified using the silylation of its hydroxy groups with (3-chloropropyl)-trimethoxysilane as an organo-silane linker to develop PC4RA-SiPrCl. Then, it was post-functionalized using bi-functional acidic IL groups bearing double-charged diazoniabi-cyclo[2.2.2]octane tetrachloro-ferrate(III) with moving active sites of SO3H groups to deliver PC4RA@[SiPrDABCO@BuSO3H](FeCl4). In the next step, the characterization of the designed catalyst was directed by applying FT-IR, EDX, elemental mapping, WPXRD, LPXRD, FE-SEM, STA, and TEM techniques. The catalytic performance of the porous polymeric system was confirmed using the formation of spiro-fused[4H-pyran] as a highly recyclable and stable di-cationic polymer-supported acidic IL under mild conditions.

Graphical abstract: 3D mesoporous polycalix-functionalized dual Brønsted–Lewis acidic double-charged DABCO-based ionic liquid: a powerful and recyclable supramolecular polymeric catalyst for the synthesis of spiro-fused[4H-pyran]

Supplementary files

Article information

Article type
Paper
Submitted
01 Mar 2023
Accepted
01 Jun 2023
First published
14 Jun 2023

New J. Chem., 2023,47, 14469-14483

3D mesoporous polycalix-functionalized dual Brønsted–Lewis acidic double-charged DABCO-based ionic liquid: a powerful and recyclable supramolecular polymeric catalyst for the synthesis of spiro-fused[4H-pyran]

Z. Karimi, B. Karami and A. Mahmoudi Asl, New J. Chem., 2023, 47, 14469 DOI: 10.1039/D3NJ00991B

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