β-meso covalently linked azaBODIPY-Pd(II) dipyrrin conjugate

Abstract

The first example of azaBODIPY-metal dipyrrin conjugate such as covalently linked azaBODIPY-Pd(II) dipyrrin conjugate where the meso-carbon of Pd(II) dipyrrin moiety was linked to β-pyrrole carbon of azaBODIPY moiety was synthesized over sequence of facile steps under simple reaction conditions. The compound azaBODIPY-Pd(II) dipyrrin conjugate is freely soluble in common organic solvents and characterized by HR-MS, 1D & 2D NMR, X-ray crystallography, absorption, fluorescence and electrochemical techniques. The X-ray structure revealed that the azaBODIPY and Pd(II) dipyrrin moieties are almost orthogonal to each other with a dihedral angle of 80°. The spectral and electrochemical studies supported weak interaction between azaBODIPY and Pd(II) dipyrrin moieties in conjugate and marginally influences each other's electronic properties.