Activation of the C–C Bond Using Brønsted Acid NaHSO4/SiO2: Synthesis of Triarylmethanes from 3-Benzhydryl Pentane-2,4-dione and Aromatic Compounds

A novel and efficient method for the activation of the C(sp 3 )–C(sp 3 ) bond was developed. The C(sp 3 )–C(sp 3 ) bond in 3-benzhydryl pentane-2,4-dione was easily cleaved in the presence of NaHSO 4 /SiO 2 to form benzhydryl cation which reacted with aromatic compounds at 110 °C for five to six hours to afford triarylmethanes in good yields. This reaction using Bronsted acids was applicable for the alkylation of electron-rich aromatics containing alkyl halides as a side chain.