Nitrophenols can be obtained in moderate to high yields via nitrosationoxidation of phenols with silica sulfuric acid, NaNO 2 and wet SiO 2 at room temperature. In situ generation of HNO 2 and a radical cation mechanism via the nitrous acid catalyzed (NAC) pathway appear to be applicable to phenol nitration using these reagents.
Silica sulfuric acid and silica chloride, two silica based solid acids have been used for various organic functional group transformations either as reagent or as catalyst. All reactions have been carried out under mild and heterogeneous conditions. These reagents were used for C-C, C-N, and C-O bond formation and cleavage and also deprotection of different protecting groups. Silica sulfuric acid was recycled in many cases, and reused. Silica chloride has been used as a starting material for preparation of some new silica based reagents with special properties. This article is dedicated to Professor Habib Firouzabadi, who has dedicated so much to progress the science of organic chemistry in Iran.
Surface functionalization of magnetic particles is an elegant way to bridge the gap between heterogeneous and homogeneous catalysis. The introduction of magnetic particles (MPs) in a variety of solid matrices allows the combination of well‐known procedures for catalyst heterogenization with techniques for magnetic separation. We have conveniently loaded sulfonic acid groups on magnetic particles supports in which chlorosulfonic acid is used as sulfonating agent. The main targets are room temperature, solvent‐free conditions, rapid (immediately) and easy immobilization technique, and low cost precursors for the preparation of highly active and stable MPs with high densities of functional groups. The inorganic, magnetic, solid acid catalyst was characterized via Fourier transform infrared spectroscopy (FT‐IR), X‐ray diffraction (XRD), thermal gravimetric analysis (TGA), X‐ray photoelectron spectroscopy (XPS), transmission electron microscopy (TEM), dynamic light scattering (DLS), vibrating sample magnetometer (VSM) and titration. The catalyst is active for the Hantzsch reaction and the products are isolated in high to excellent yields (90–98%). Supporting this acid catalyst on magnetic particles offers a simple and non‐energy‐intensive method for recovery and reuse of the catalyst by applying an external magnet. Isolated catalysts were reused for new rounds of reactions without significant loss of their catalytic activity.
An active and stable magnetically separable Pd nanocatalyst was prepared and characterized. The nanocatalyst exhibited excellent activities and reusabilities in aqueous phase processes including the O-arylation of phenols and Sonogashira cross-coupling reactions. The proposed protocol features mild reaction conditions and an extraordinary simplicity and efficiency using NaOH as base in water. † Electronic supplementary information (ESI) available. See
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