Subphthalocyanine-dehydro[18]annulenes.

A subphthalocyanine trimer built around a dehydro[18]annulene core was prepared. The synthesis was achieved through direct homocoupling of an ortho-diethynyl-functionalized subphthalocyanine, obtained by palladium-catalyzed cross-coupling of the corresponding diiodo-subphthalocyanine with an ethynyl derivative. The lower analogue dehydro[12]annulene did not form in these homocoupling conditions.

Subphthalocyanine-fused dimers and trimers: synthetic, electrochemical, and theoretical studies.

Subphthalocyanine (SubPc)-fused dimers and trimers bearing fluorine, iodine, and thioether peripheral substituents were synthesized and characterized. Absorption spectroscopy and electrochemical studies revealed (i) that the substituents have a strong effect on the electronic properties of the macrocycles and (ii) that there is good communication between the subphthalocyaninic moieties within the oligomeric structures. Theoretical calculations at DFT/6-31G(d,p) computational level and electron density studies support the experimental findings.

Synthesis and photophysical characterization of a subphthalocyanine fused dimer-C60 dyad.

Photophysical studies of a newly synthesized fused subphthalocyanine dimer-C60 revealed a complex cascade of energy transfer events to succeed the initial SubPc dimer photoexcitation.