SbCl₃-catalyzed one-pot synthesis of 4,4′-diaminotriarylmethanes under solvent-free conditions: Synthesis, characterization, and DFT studies

• Ghasem Rezanejade Bardajee

Beilstein J. Org. Chem. 2011, 7, 135–144, doi:10.3762/bjoc.7.19

• ′-diaminotriarylmethane derivatives in the presence of antimony trichloride as catalyst is described. Triarylmethane derivatives were prepared in good to excellent yields and characterized by elemental analysis, FTIR, 1H and 13C NMR spectroscopic techniques. The structural and vibrational analysis were investigated by

• performing theoretical calculations at the HF and DFT levels of theory by standard 6-31G*, 6-31G*/B3LYP, and B3LYP/cc-pVDZ methods and good agreement was obtained between experimental and theoretical results. Keywords: diaminotriarylmethane; SbCl3; solvent-free reactions; synthesis; vibrational analysis

• Heareus CHN-RAPID instrument. Typical procedure for the synthesis of of 4,4'-diaminotriarylmethane derivatives A vial equipped with a stirring bar was charged with the arylaldehyde (0.5 mmol, 1.0 equiv), N,N-dimethylaniline (1.25 mmol, 2.5 equiv), and SbCl3 (30 mol %) and the vial was capped. The