Synthesis of the β-dipyrrinyl triphyrin(2.1.1) ligand and its coordination complexes
Gurpreet Kaur, Mangalampalli Ravikanth
Abstract
to obtain BODIPY-triphyrin(2.1.1), Pd(II)dipyrrin-triphyrin(2.1.1), Ru(II)-dipyrrin-triphyrin(2.1.1) and bis(Zn dipyrrin)-triphyrin(2.1.1) conjugates in good yields. The ligand and all four conjugates were freely soluble in common organic solvents and thoroughly characterized and studied by HR-MS, 1D & 2D NMR spectroscopy, absorption, cyclic voltammetry and DFT/TD-DFT studies. The optimized structures indicated that the triphyrin(2.1.1) and BODIPY/metal dipyrrin units in the conjugates were oriented w.r.t each other with an angle in the range of 25.18°-77.55°. The spectral studies indicated that the two moieties in the conjugates interact weakly and retain their individual characteristics, whereas electrochemical studies revealed their electron deficient nature. The TD-DFT studies were in agreement with the experimental observations.