Highly efficient and selective trimethylsilylation of alcohols and phenols with hexamethyldisilazane catalyzed by polystyrene-bound tin(IV) porphyrin

In the present work, investigation of the catalytic activity of tetrakis(p-aminophenyl)porphyrinatotin(IV) trifluoromethanesulfonate, [SnIV(TNH2PP)(OTf)2], supported on chloromethylated polystyrene in the trimethylsilylation of alcohols and phenols with hexamethyldisilazane is reported. The prepared catalyst was characterized by elemental analysis, FT-IR and diffuses reflectance UV–Vis spectroscopic methods. This catalyst was used for selective trimethylsilylation of different alcohols and phenols with HMDS, with short reaction times and high yields. Also the catalyst is of high reusability and stability, in that it was recovered several times without loss of its initial activity.

Graphical abstractThe preparation, characterization and investigation of the catalytic activity of [SnIV(TNH2PP)(OTf)2]@CMP in the trimethylsilylation of alcohols and phenols with hexamethyldisilazane is reported. This catalyst was used for the selective trimethylsilylation of different alcohols and phenols with HMDS, with short reaction times and high yields. Also the catalyst is of high reusability and stability, in that it was recovered several times without loss of its initial activity.Figure optionsDownload full-size imageDownload as PowerPoint slideHighlights► Supporting of tin(IV) porphyrin on polystyrene. ► A heterogeneous catalyst was prepared. ► This catalyst was active in the trimethylsilylation of alcohols and phenols. ► The catalyst was reusable.