The interaction of nonmetallated phthalocyanine with amines

Kinetics of the Acid-Base Interaction between Tetra(4-tert-butyl)phthalocyanine and Nitrogen-Containing Bases in Dimethyl Sulfoxide

“…1). The spectral changes accompanying the reaction are identical to those for the formation of porphyrin complexes with alkali metals [7][8][9] and to the changes in the electronic absorption spectra of tetrahalotetraazaporphyrins (H 2 TapHal 4 , Hal = Cl, Br) in a benzene-morpholine (benzylamine) system [10,11]. During these changes, the symmetry of the macrocyclic chromophore increases from D 2h to D 4h due to the strong destabilization of the lowest unoccupied molecular orbital (LUMO) and particularly of the highest occupied molecular orbital (HOMO) π 1 [1].…”

Nucleophilic substitution in 4-bromo-5-nitrophthalodinitrile: XII. Synthesis and properties of 4-(1-benzotriazolyl)-, 4-nitro-5-(4-nonylphenoxy)phthalonitriles and the ligands based on them

“…2). This fact may be due to the deprotonation of the endocyclic nitrogen atoms and the formation of dianionic species of the phthalocyanine [10] that is characteristic of some metal-free phthalocyanines [11]. When passing from IV to V an insignificant red shift by 2 nm was observed.…”