Pyrene/coumarine-subphthalocyanine conjugates as light harvesting systems with intramolecular energy transfer

A series of subphthalocyanine-antenna dyads have been successfully designed, synthetized and characterized by H-1 NMR, C-13 NMR, high-resolution mass spectroscopy and X-ray diffraction for some of them. Pyrene and coumarine have been appended at the axial position of the subphthalocyanine scaffold using different types of linkers. Photophysical properties of the new compounds have been measured in toluene, tetrahydrofuran, chloroform, dimethyl sulfoxide and methanol. Energy transfer efficiencies between antenna and the subphthalocyanine platform have been investigated and almost quantitative energy transfer occurs in the antennaplatform 5.