Gram-Scale Synthesis of Substituted Triarylmethanes

Gram-Scale Synthesis of Substituted Triarylmethanes: M.-Y. Chang, C.-Y. Lin, S.-M. Chen
Synthesis 2022, DOI: 10.1055/a-1863-3443

 

Triarylmethanes have interesting applications in different areas, such as materials science, catalysis, as well as being intermediates and reagents in organic synthesis. The synthesis of triarylmethanes can be performed using – among the different available methods – via Friedel–Crafts reaction and Baeyer condensation relying on different promoters and catalysts.

Transition-metal-catalyzed methods have also been proposed to access the target compounds, but a number of drawbacks have been reported – such as the use of corrosive or expensive or tedious experimental conditions, including the work-up process. Recently, the group of Professor Meng-Yang Chang from Kaohsiung Medical University (Taiwan), reported a new and very straightforward method to synthesize structurally diverse triarylmethanes.

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Professor Chang said: “In this paper, we have developed a gram-scale, environmentally friendly, one-step FriedelCrafts type route for the synthesis of symmetrical and asymmetrical functionalized triarylmethanes (TRAMs). The method is based on the use of silica-coated magnetic nanoparticles of modified polyphosphoric acid (NiFe2O4@SiO2-PPA), which mediate an intermolecular condensation of substituted arylaldehydes with two equivalents of oxygenated arenes.”

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