# A supported palladium Schiff-base complex on SBA-15 as a reusable supported catalyst in the Heck coupling reaction

**Authors:** Amin Darabi, Mohsen Nikoorazm, Bahman Tahmasbi

PMC · DOI: 10.1039/d5na00951k · 2026-01-05

## TL;DR

A new reusable palladium-based catalyst was created using a modified SBA-15 structure for efficient carbon-carbon coupling reactions.

## Contribution

A novel supported palladium Schiff-base complex on SBA-15 is developed for reusable catalysis in Heck reactions.

## Key findings

- The catalyst achieved excellent yields in Heck coupling reactions with various aryl halides and olefins.
- The catalyst can be easily isolated and reused multiple times, supporting green chemistry principles.

## Abstract

In this study, the mesoporous structure of SBA-15 was synthesized using a very simple procedure, and its surface was modified with 3-aminopropyltriethoxysilane (APTES). Next (3,4-bis(-(2-hydroxybenzylidene)amino)phenyl)(phenyl)methanone (bis(HBAPPM)) was obtained by condensation of salicylaldehyde (SA) and 1,2-diaminobenzophenone (diABP) in methanol (MeOH), then bis(HBAPPM) was immobilized on the modified mesoporous structure of SBA-15. Then, a palladium Schiff-base complex was supported on the functionalized SBA-15, and the final product was denoted as SBA-15@bis(HBAPPM)-Pd catalyst. The synthesized catalyst was characterized by EDX, XRD, SEM, WDX, TGA, ICP, FT-IR, and BET techniques. The catalytic application of SBA-15@bis(HBAPPM)-Pd was investigated as a heterogeneous catalyst in Heck C–C coupling reactions using various aryl halides and olefins. The result was the achievement of the desired products in excellent yields. Also, the recyclability of the SBA-15@bis(HBAPPM)-Pd nanocatalyst was studied, which showed that this catalyst can be easily isolated from the reaction medium and reused several consecutive times, which will help us in promoting green chemistry. The recovered SBA-15@bis(HBAPPM)-Pd after being reused in the reaction was characterized by EDX, XRD, SEM, WDX, ICP, and FT-IR techniques.

In this study, the mesoporous structure of SBA-15 was synthesized, and its surface was modified with APTES. Next, palladium Schiff-base complex of bis(HBAPPM) was immobilized on the modified SBA-15 as a catalyst in the Heck coupling reaction.

## Linked entities

- **Chemicals:** 3-aminopropyltriethoxysilane (APTES) (PubChem CID 13521), methanol (MeOH) (PubChem CID 18177619), palladium (PubChem CID 23938)

## Full-text entities

- **Chemicals:** 3-aminopropyltriethoxysilane (MESH:C477625), olefins (MESH:D000475), 1,2-diaminobenzophenone (-), SA (MESH:C013243), SBA-15 (MESH:C509969), methanol (MESH:D000432)

## Figures

19 figures with captions in the complete paper: https://tomesphere.com/paper/PMC12892098/full.md

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Source: https://tomesphere.com/paper/PMC12892098