The present study reports the divergent synthesis, characterization and catalytic properties of different generation of triazine based aromatic amine dendritic mesoporous silicas derived via a stepwise functionalization of mesoporous silica substrates of different pore sizes with 2,4,6 tricholorotriazine and ethylene diamine. Mesoporous dendritic silicas up to second generation (2G) are grown in side the channels of mesoporous silica materials with 4 and 7 nm pore sizes. The catalytic properties of resulted dendritic materials in Knoevenagel condensation reaction were compared to the aliphatic polyamidoamine dendrimers that are also grown up to second generation (2G) inside the mesoporous channels. The reusability study of both aliphatic and aromatic dendritic mesoporous silica systems is also compared.