Abstract

Mesoporous SBA-15 silicate with a high surface area was prepared by a hydrothermal method, successively modified by organic melamine ligands and then used for deposition of Pd nanoparticles onto it. The synthesized materials were characterized with infrared spectroscopy (FT-IR), thermogravimetric analysis (TGA), nitrogen physisorption, scanning electron microscopy (SEM) coupled with energy dispersive X-ray analysis (EDX), transmission electron microscopy (TEM), nuclear magnetic resonance (NMR) and inductively coupled plasma (ICP-OES). The catalyst was effectively used in the Mizoroki–Heck coupling reaction of various reactants in the presence of an organic base giving the desired products in a short reaction time and with small catalysts loadings. The reaction parameters such as the base type, amounts of catalyst, solvents, and the temperature were optimized. The catalyst was easily recovered and reused at least seven times without significant activity losses.Graphic

Highlights

  • In the synthetic organic chemistry and production of fine chemicals C–C cross-coupling reactions are highly ranked

  • The structure of SBA-15 derived material coupled with elemental analysis was investigated by scanning electron microscopy (Zeiss Leo—1530 Gemini) with a Thermo-NORAN vantage X-ray detector

  • Palladium nanoparticles size distributions and SBA-15 channels dimensions were investigated by transmission electron microscopy (TEM) performed on LEO 912 OMEGA (EFTEM) with acceleration voltage 120 kV and LaB6 electron source

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Summary

Introduction

In the synthetic organic chemistry and production of fine chemicals C–C cross-coupling reactions are highly ranked. Ordered mesoporous silica materials SBA-15 have a potential to be utilized in many different applications, catalysis being one of the most important The reasons for it are their properties, such as high surface areas (700–1200 ­m2 ­g−1), non-toxicity, chemical and physical inertness, abundance of silanol groups capable for functionalization, along with tunable physical properties such as the pore diameter and walls thickness. A typical example is design of palladium supported DHBP@ SBA-15 catalyst obtained by adding 2,2-dihydroxybenzopheneone ligand to amine functionalized mesoporous silica followed by metalation with Pd(II). This yielded a highly active catalyst in Mizoroki–Heck (arylation) and hydrogenation reactions without a significant loss of activity in several reaction cycles [25]. The scope was extended to different iodo-, bromo- and chloro-aromatic compounds

Materials
Synthesis of SBA‐15
Cross‐Linked Melamine Functionalization of SBA‐15
Characterization
Mizoroki–Heck Coupling
Catalyst Synthesis and Characterization
Optimization of reaction conditions
Conclusions
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